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Celecoxib

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of celecoxib, it is necessary to analyze the free energy of binding difference between the drug molecule and COX-1 compared to COX-2 enzymes. The structural modifications highlight the importance of binding to residue 523 in the side binding pocket of the cyclooxygenase enzyme, which is an isoleucine in COX-1 and a valine in COX-2. This mutation appears to contribute to COX-2 selectivity by creating steric hindrance between the sulfonamide oxygen and the methyl group of Ile523 that effectively destabilizes the celecoxib-COX-1 complex.
40: 1092:, the elderly or debilitated patients. Use the lowest effective dose for the shortest duration of time, consistent with individual patient goals, to reduce risk of GI adverse events; alternate therapies should be considered for patients at high risk. When used concomitantly with ≤325 mg of aspirin, a substantial increase in the risk of gastrointestinal complications (e.g., ulcer) occurs; concomitant gastroprotective therapy (e.g., proton pump inhibitors) is recommended. The increased risk is about 81%. 7444: 7464: 31: 1511:) had been fabricated. The analgesic effects of the drugs had been exaggerated. Reuben was also a former paid spokesperson for Pfizer. Although from 2002 to 2007 Pfizer underwrote much of Dr. Reuben's research and "many of his trials found that Celebrex and Lyrica, Pfizer drugs, were effective against postoperative pain," Pfizer was not aware of the fraudulent data. None of the retracted studies were submitted to either the US 7454: 11502: 1250:
the protection of the gastrointestinal mucosa, kidney hemodynamics, and platelet thrombogenesis. COX-2, on the contrary, is extensively expressed in cells involved in inflammation and is upregulated by bacterial lipopolysaccharides, cytokines, growth factors, and tumor promoters. Celecoxib is approximately 10-20 times more selective for COX-2 inhibition over COX-1. It binds with its polar
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result in poor cardiovascular outcomes than treatment with naproxen or ibuprofen. As a result, in 2018 an FDA advisory panel concluded that celecoxib poses no greater risk for causing heart attacks and strokes than the commonly-used NSAIDs ibuprofen or naproxen and recommended that the FDA consider changing its advice to physicians regarding celecoxib's safety.
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para-sulfamoylphenyl at position 1 of the pyrazole was found to have a higher potency for COX-2 selective inhibition than a para-methoxyphenyl (see structures 1 and 2, below). In addition, a 4-(methylsulfonyl)phenyl or 4-sulfamoylphenyl is known to be necessary for COX-2 inhibition. For instance, replacing either of these entities with a –SO
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the laboratory, it became apparent that celecoxib could interact with other intracellular components besides its most famous target, COX-2. The discovery of these additional targets has generated much controversy, and the initial assumption that celecoxib reduces tumor growth primarily by the inhibition of COX-2 became contentious.
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cardiovascular risk in children has not been evaluated. Use the lowest effective dose for the shortest duration of time, consistent with individual patient goals, to reduce risk of cardiovascular events; alternative therapies should be considered for patients at high risk. The increased risk is about 37%.
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found that cardiovascular effects of COX-2 inhibitors differ, depending on the drug. Other COX-2-selective inhibitors, such as rofecoxib, have significantly higher myocardial infarction rates than celecoxib. In April 2005, after an extensive review of data, the FDA concluded it was likely "that there
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warned that with respect to "patients with a prior history of or at high risk for cardiovascular disease... use of COX-2 inhibitors for pain relief should be limited to patients for whom there are no appropriate alternatives, and then, only in the lowest dose and for the shortest duration necessary."
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Different from cancer prevention, cancer treatment is focused on the therapy of tumors that have already formed and have established themselves inside the patient. Many studies are going on to determine whether celecoxib might be useful for this latter condition. However, during molecular studies in
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of Celebrex soon afterwards. Sales reached $ 2 billion in 2006. Prior to its availability in generic form, it was one of Pfizer's "best-selling drugs, amounting to more than $ 2.5 billion in sales , and was prescribed to 2.4 million" people in 2011. By 2012, 33 million Americans had taken celecoxib.
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Celecoxib is compound 22; the 4-sulfamoylphenyl on the 1-pyrazol substituent is required for COX-2 inhibition and the 4-methyl on the 5-pyrazol system has low steric hindrance to maximize potency, while the 3-trifluoromethyl group provides superior selectivity and potency. To explain the selectivity
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and COX-2. Inhibition of COX-1 (which celecoxib does not inhibit at therapeutic concentrations) inhibits the production of prostaglandins and the production of thromboxane A2, a platelet activator. COX-1 is traditionally defined as a constitutively expressed "housekeeping" enzyme and plays a role in
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moiety and may cause allergic reactions in those allergic to other sulfonamide-containing drugs. This is in addition to the contraindication in people with severe allergies to other NSAIDs. However, it has a low (reportedly 4%) chance of inducing cutaneous reactions among persons who have a history
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Cardiovascular events: NSAIDs are associated with an increased risk of serious (and potentially fatal) adverse cardiovascular thrombotic events, including myocardial infarction and stroke. Risk may be increased with duration of use or pre-existing cardiovascular risk factors or disease. Individual
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presented findings from their study that Celebrex was "better in protecting the stomach from serious complications than other drugs." This became Celebrex's main selling point. However, following federal investigations it was revealed that Pfizer and Pharmacia "only presented the results from the
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The Searle research group found the two appropriately substituted aromatic rings must reside on adjacent positions about the central ring for adequate COX-2 inhibition. Various modifications can be made to the 1,5-diarylpyrazole moiety to deduce the structure-activity relationship of celecoxib. A
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A 2013 meta-analysis of hundreds of clinical trials found that coxibs (the class of drugs that includes celecoxib) increase the risk of major cardiovascular problems by about 37% over placebo. In 2016, a randomized trial provided strong evidence that treatment with celecoxib is not more likely to
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It is legally available in many jurisdictions as a generic under several brand names. In the US, celecoxib was covered by three patents, two of which expired on 30 May 2014, and one of which (US RE44048) was due to expire 2 December 2015. On 13 March 2014, that patent was found to be invalid for
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claimed that United States Pat. No. 6,048,850 (which claimed a method of inhibiting COX-2 in humans using a compound, without actually disclosing what that compound might be) covered drugs such as celecoxib. The court ruled in favor of Searle, holding in essence that the university had claimed a
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or the European Union's regulatory agencies prior to the drug's approval. Although Pfizer issued a public statement declaring, "It is very disappointing to learn about Dr. Scott Reuben's alleged actions. When we decided to support Dr. Reuben's research, he worked for a credible academic medical
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Gastrointestinal events: NSAIDs may increase risk of serious gastrointestinal (GI) ulceration, bleeding, and perforation (may be fatal). These events may occur at any time during therapy and without warning. Use caution with a history of GI disease (bleeding or ulcers), concurrent therapy with
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may occur (NSAIDs may impair response to thiazide or loop diuretics), and may contribute to cardiovascular events; monitor blood pressure and use with caution in patients with hypertension. May cause sodium and fluid retention, use with caution in patients with edema or heart failure. Long-term
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substituent diminishes COX-2 inhibitory activity as noted with a very high inhibitory concentration-50 (see structures 3 – 5). At the 3-position of the pyrazole, a trifluoromethyl or difluoromethyl provides superior selectivity and potency compared to a fluoromethyl or methyl substitution (see
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After the withdrawal of rofecoxib from the market in September 2004, celecoxib enjoyed a robust increase in sales. However, the results of the APC trial in December of that year raised concerns that Celebrex might carry risks similar to those of rofecoxib, and Pfizer announced a moratorium on
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families) showed celecoxib can prevent polyp growth. Hence, large-scale randomized clinical trials were undertaken. Results show a 33 to 45% polyp recurrence reduction in people treated with celecoxib each day. However, serious cardiovascular events were significantly more frequent in the
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Bartoli F, Cavaleri D, Bachi B, Moretti F, Riboldi I, Crocamo C, et al. (September 2021). "Repurposed drugs as adjunctive treatments for mania and bipolar depression: A meta-review and critical appraisal of meta-analyses of randomized placebo-controlled trials".
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from 2000 to 2003. Celecoxib was discovered and developed by G. D. Searle & Company and was approved by the FDA on 31 December 1998. It was co-promoted by Monsanto Company (parent company of Searle) and Pfizer under the brand name Celebrex. Monsanto merged with
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Penning TD, Talley JJ, Bertenshaw SR, Carter JS, Collins PW, Docter S, et al. (April 1997). "Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: identification of 4-benze nesulfonamide (SC-58635, celecoxib)".
1396:, 358 F.3d 916 (Fed. Cir. 2004). The court ruled in favor of Searle in 2004, holding in essence that the university had claimed a method requiring, yet provided no written description of, a compound that could inhibit COX-2 and therefore the patent was invalid. 1388:, and in 2006, BYU sued Pfizer for breach of contract, claiming Pfizer did not properly pay contractual royalties back to BYU. A settlement was reached in April 2012, in which Pfizer agreed to pay $ 450 million. Other important discoveries in COX-2 were made at 1617:
Certainly, the inhibition of COX-2 is paramount for the anti-inflammatory and analgesic function of celecoxib. However, whether inhibition of COX-2 also plays a dominant role in this drug's anticancer effects is unclear. For example, a recent study with
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to be updated for all nonsteroidal anti-inflammatory medications to describe the risk of kidney problems in unborn babies that result in low amniotic fluid. They recommend avoiding NSAIDs in pregnant women at 20 weeks or later in pregnancy.
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Fond G, Hamdani N, Kapczinski F, Boukouaci W, Drancourt N, Dargel A, et al. (March 2014). "Effectiveness and tolerance of anti-inflammatory drugs' add-on therapy in major mental disorders: a systematic qualitative review".
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celecoxib-treated groups. Aspirin shows a similar (and possibly larger) protective effect, has demonstrated cardioprotective effects and is significantly cheaper, but no head-to-head clinical trials have compared the two drugs.
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was investigated, the antitumor potency did not at all depend on whether or not the respective compound could inhibit COX-2, showing the inhibition of COX-2 was not required for the anticancer effects. One of these compounds,
2510: 4731: 1428:, from which the Medical Research Division was acquired by Pfizer, giving Pfizer ownership of Celebrex. The drug was at the core of a major patent dispute that was resolved in Searle's favor (later Pfizer) in 2004. In 1165:(Vioxx) was removed from the market in 2004 due to its risk. Like all NSAIDs on the US market, celecoxib carries an FDA-mandated "black box warning" for cardiovascular and gastrointestinal risk. In February 2007, the 1111:
People with prior history of ulcer disease or GI bleeding require special precaution. Moderate to severe liver impairment or GI toxicity can occur with or without warning symptoms in people treated with NSAIDs.
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Additional support for the idea that other targets besides COX-2 are important for celecoxib's anticancer effects has come from studies with chemically modified versions of celecoxib. Several dozen
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McCormack PL (December 2011). "Celecoxib: a review of its use for symptomatic relief in the treatment of Osteoarthritis, Rheumatoid Arthritis, Psoriatic Arthritis and Ankylosing Spondylitis".
2545: 2097: 1628:, but COX-2 played no role in this outcome; even more strikingly, the anticancer effects of celecoxib were also obtained with the use of cancer cell types that do not even contain COX-2. 3546: 1463:-minute advertisement which extensively discussed the adverse effects of Celebrex in comparison with other anti-inflammatory drugs. The ad drew criticism from the consumer advocacy group 2339:"OARSI recommendations for the management of hip and knee osteoarthritis, part I: critical appraisal of existing treatment guidelines and systematic review of current research evidence" 1516:
center and appeared to be a reputable investigator", the documents unsealed in 2012, revealed that by February 2000, Pharmacia employees had devised a strategy to present the findings.
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Schönthal AH, Chen TC, Hofman FM, Louie SG, Petasis NA (February 2008). "Celecoxib analogs that lack COX-2 inhibitory function: preclinical development of novel anticancer drugs".
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On the theory that inflammation plays a role in the pathogenesis of major mental disorders, celecoxib has been trialed for a number of psychiatric disorders, including
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For its use in reducing colon polyps, celecoxib affects genes and pathways involved in inflammation and malignant transformation in tumors, but not normal tissues.
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Na KS, Lee KJ, Lee JS, Cho YS, Jung HY (January 2014). "Efficacy of adjunctive celecoxib treatment for patients with major depressive disorder: a meta-analysis".
1738:[Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). 10029: 2063: 1643:. Some of these analogs retained COX-2 inhibitory activity, whereas many others did not. However, when the ability of all these compounds to kill tumor cells in 7750: 4694:
Zhang J, Ding EL, Song Y (October 2006). "Adverse effects of cyclooxygenase 2 inhibitors on renal and arrhythmia events: meta-analysis of randomized trials".
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has been investigated, but neither celecoxib nor any other drug is indicated for this use. Small-scale clinical trials in very high-risk people (belonging to
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to a hydrophilic side pocket region close to the active COX-2 binding site. In theory, this selectivity allows celecoxib and other COX-2 inhibitors to reduce
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Rosenblat JD, Cha DS, Mansur RB, McIntyre RS (August 2014). "Inflamed moods: a review of the interactions between inflammation and mood disorders".
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Pfizer markets celecoxib under the brand name Celebrex, and it is available as oral capsules containing 50, 100, 200 or 400 mg of celecoxib.
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that led to the development of the anti-inflammatory drug celecoxib (Celebrex). He became senior executive vice president and chief scientist of
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It has been used to reduce colon and rectal polyps in people with familial adenomatous polyposis, but it is not known if it decreases rates of
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It has been used to reduce colon and rectal polyps in people with familial adenomatous polyposis, but it is not known if it decreases rates of
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Hematologic effects: Anemia may occur; monitor hemoglobin or hematocrit in people on long-term treatment. Celecoxib does not usually affect
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associated with COX-2 inhibitors were examined, but no significant risks were found when compared to nonselective NSAIDs or placebos.
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Price ML, Jorgensen WL (June 2001). "Rationale for the observed COX-2/COX-1 selectivity of celecoxib from Monte Carlo simulations".
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method requiring, yet provided no written description of, a compound that could inhibit COX-2 and therefore the patent was invalid.
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Evidence of effects is not clear as a number of studies done by the manufacturer have not been released for independent analysis.
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Pfizer resumed advertising Celebrex in magazines in 2006, and resumed television advertising in April 2007 with an unorthodox,
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InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
8892: 7422: 6460: 4777: 3012: 2190: 4141:"Clinical end points for developing pharmaceuticals to manage patients with a sporadic or genetic risk of colorectal cancer" 2733:"Do selective COX-2 inhibitors increase the risk of cerebrovascular events? A meta-analysis of randomized controlled trials" 1929: 1680: 7500: 6525: 3780: 3709: 1735: 8508: 8069: 8037: 7103: 6502: 6067: 4732:"COX-2 Selective (includes Bextra, Celebrex, and Vioxx) and Non-Selective Non-Steroidal Anti-Inflammatory Drugs (NSAIDs)" 1310: 878: 11557: 11542: 5219: 5175: 5053: 1731: 4762: 3757: 2053: 1392:, which patented the discoveries. When the patent issued, the university sued Searle (later Pfizer) in a case called, 4978: 3222: 2895: 2667:
Mukherjee D, Nissen SE, Topol EJ (2001). "Risk of cardiovascular events associated with selective COX-2 inhibitors".
2166: 2130: 1652:, which entirely lacks the ability to inhibit COX-2, actually displayed stronger anticancer activity than celecoxib. 856: 831: 176: 98: 3966:
Müller N, Myint AM, Krause D, Weidinger E, Schwarz MJ (April 2013). "Anti-inflammatory treatment in schizophrenia".
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and colleagues have published research showing antiangiogenic and antitumor activity of celecoxib in animal models.
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first six months of a year long study rather than the whole thing." These partial results were then published in
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Half E, Arber N (February 2009). "Colon cancer: preventive agents and the present status of chemoprevention".
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of such reactions to aspirin or nonselective NSAIDs. NSAIDs may cause serious skin adverse events, including
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Shi S, Klotz U (March 2008). "Clinical use and pharmacological properties of selective COX-2 inhibitors".
9063: 9006: 5969: 1703:"FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)" 1175: 1100: 675: 6524: 5359: 5329: 11562: 11532: 11492: 9486: 9371: 9294: 9187: 8027: 5149: 1166: 1146: 11428: 5254: 636: 11527: 9169: 8988: 6335: 6215: 6205: 2456:"Cardiovascular risk associated with celecoxib in a clinical trial for colorectal adenoma prevention" 2288:"Celecoxib compared with sustained-release paracetamol for osteoarthritis: a series of n-of-1 trials" 1702: 1412: 1208:(SSRI) are used in combination with celecoxib. The drug may increase the risk of kidney failure with 987:. In 2021, it was the 98th most commonly prescribed medication in the United States, with more than 7 953: 3603: 3569: 2714: 11265: 11246: 11201: 9643: 8742: 8703: 7493: 7401: 6387: 6320: 6290: 5908: 5158: 4405:"Direct non-cyclooxygenase-2 targets of celecoxib and their potential relevance for cancer therapy" 3260: 2628:"Patients exposed to rofecoxib and celecoxib have different odds of nonfatal myocardial infarction" 1532:. Upon the patent expiry on 30 May 2014, the FDA approved the first versions of generic celecoxib. 1377: 691: 3488: 8971: 8897: 8613: 8017: 7673: 7426: 6465: 6190: 5905: 5391: 5239: 5166: 3674: 3634: 1504: 1433: 1389: 1296: 1251: 1185: 1133: 213: 115: 2626:
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Nissen SE, Yeomans ND, Solomon DH, Lüscher TF, Libby P, Husni ME, et al. (December 2016).
1138: 1050:(acetaminophen) at 3990 mg per day, which is the first line treatment for osteoarthritis. 1024: 906: 657: 386: 4503:
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Sandler RS, Halabi S, Baron JA, Budinger S, Paskett E, Keresztes R, et al. (March 2003).
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Bertagnolli MM, Eagle CJ, Zauber AG, Redston M, Solomon SD, Kim K, et al. (August 2006).
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Bhatt DL, Scheiman J, Abraham NS, Antman EM, Chan FK, Furberg CD, et al. (October 2008).
2834:"Efficacy and Safety of COX-2 Inhibitors in the Clinical Management of Arthritis: Mini Review" 2120: 1380:(BYU) discovered the COX-2 enzyme in 1988, and in 1991, BYU entered into a collaboration with 616: 11552: 11284: 9740: 8977: 8420: 8114: 8032: 8022: 7734: 7677: 7406: 7396: 7391: 7381: 5542: 5189: 3324: 2337:
Zhang W, Moskowitz RW, Nuki G, Abramson S, Altman RD, Arden N, et al. (September 2007).
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7.8 hours; 11 hours (mild hepatic impairment); 13 hours (moderate-severe hepatic impairment)
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Solomon SD, McMurray JJ, Pfeffer MA, Wittes J, Fowler R, Finn P, et al. (March 2005).
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to develop drugs to inhibit it. Monsanto's pharmaceutical division was later purchased by
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Baron JA, Cole BF, Sandler RS, Haile RW, Ahnen D, Bresalier R, et al. (March 2003).
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Bhala N, Emberson J, Merhi A, Abramson S, Arber N, Baron JA, et al. (August 2013).
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Celecoxib was patented in 1993 and came into medical use in 1999. It is available as a
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Bosetti C, Talamini R, Franceschi S, Negri E, Garavello W, La Vecchia C (March 2003).
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Flood J (March 2010). "The role of acetaminophen in the treatment of osteoarthritis".
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Yelland MJ, Nikles CJ, McNairn N, Del Mar CB, Schluter PJ, Brown RM (January 2007).
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P450 2C9. Caution must be exercised with concomitant use of 2C9 inhibitors, such as
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Antman EM, Bennett JS, Daugherty A, Furberg C, Roberts H, Taubert KA (March 2007).
1979: 1971: 1860: 1573: 1557: 1553: 1529: 1404: 1362: 1096: 731: 368: 262: 252: 57: 8926: 2304: 2287: 2182: 11506: 11299: 11231: 11141: 10816: 10794: 10764: 9461: 8863: 8782: 8764: 8577: 8342: 8327: 8268: 7651: 7552: 7467: 7205: 7195: 7153: 6619: 6537: 5851: 5813: 5604: 5026: 4941: 4707: 4537:
Zhu J, Song X, Lin HP, Young DC, Yan S, Marquez VE, et al. (December 2002).
2212: 1921: 1672: 1619: 1500: 1075:
cardiovascular risk profiles should be evaluated prior to prescribing. New-onset
1039:
who are older than two years of age and weigh more than 10 kg (22 lb).
874: 496: 400: 376: 232: 135: 7517: 7513: 6533: 6529: 4668: 4065: 4022: 3979: 10821: 10774: 10339: 9901: 8960: 8903: 8858: 8621: 8501: 8476: 8352: 8337: 7807: 7687: 7638: 7605: 7179: 6954: 6819: 6731: 6656: 6641: 6636: 6630: 6559: 6471: 6005: 5596: 5090: 4954: 4841: 4811: 4798: 4672: 3046: 3029: 2355: 2338: 1464: 1242: 1120: 1089: 1000: 957: 933: 890: 4591: 4555: 4538: 3753: 3475: 3387: 3082: 2971: 2924: 2405:
Puljak L, Marin A, Vrdoljak D, Markotic F, Utrobicic A, Tugwell P (May 2017).
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A meta-analysis considering trials of celecoxib as an adjunctive treatment in
11516: 11418: 11102: 10887: 10784: 10662: 10647: 10580: 10510: 8792: 8787: 8777: 8707: 8669: 8127: 7902: 7832: 7692: 7661: 7610: 7313: 7190: 7003: 6988: 6869: 6804: 6345: 6305: 5675: 5548: 5429: 5372: 5130: 5079: 4639: 4622: 3893: 2572: 2529: 1629: 1561: 1263: 1181: 977: 707: 392: 352: 10958: 10875: 10801: 10779: 10732: 10667: 10637: 10617: 10612: 10535: 10423: 9848: 9810: 9678: 9505: 9341: 9226: 9033: 8797: 8772: 8530: 8435: 8319: 8106: 8094: 8084: 8059: 7927: 7917: 7847: 7722: 7717: 7628: 7185: 7148: 7133: 7077: 7062: 7057: 7008: 6983: 6973: 6968: 6726: 6604: 6584: 6579: 6569: 6551: 6392: 6356: 6240: 6230: 6184: 6180: 6142: 6050: 5840: 5779: 5775: 5756: 5751: 5730: 5719: 5533: 5527: 5513: 5508: 5439: 5434: 5387: 5273: 5140: 5120: 5049: 4998: 4988: 4802: 4794: 4715: 4686: 4648: 4599: 4564: 4520: 4489: 4470: 4438: 4420: 4389: 4348: 4330: 4299: 4258: 4217: 4176: 4117: 4073: 4030: 3987: 3944: 3177: 3090: 3055: 2989: 2932: 2869: 2807: 2758: 2688: 2680: 2653: 2612: 2481: 2440: 2391: 2364: 2323: 2272: 2039: 1993: 1872: 1644: 1255: 1080: 1076: 1020: 886: 257: 247: 7478: 3237: 3139: 2850: 2603: 2587:"Cardiovascular Safety of Celecoxib, Naproxen, or Ibuprofen for Arthritis" 2586: 22: 11433: 11335: 11276: 11146: 11131: 11072: 11037: 11015: 10995: 10943: 10928: 10870: 10828: 10754: 10722: 10707: 10540: 10525: 10450: 10388: 10383: 10057: 9730: 9693: 9668: 9663: 9510: 9466: 9425: 9420: 9318: 9254: 9231: 9221: 9140: 9115: 9082: 9048: 8843: 8823: 8732: 8641: 8572: 8564: 8525: 8450: 8400: 8395: 8294: 8230: 8158: 8002: 7987: 7978: 7912: 7897: 7892: 7882: 7877: 7872: 7822: 7802: 7797: 7792: 7761: 7756: 7712: 7697: 7666: 7645: 7623: 7421:
indicates initially developed first-in-class compound of specific group;
7318: 7298: 7267: 7252: 7143: 7108: 7097: 6907: 6829: 6757: 6746: 6696: 6691: 6437: 6417: 6402: 6397: 6382: 6340: 6310: 6250: 6220: 6164: 6137: 6010: 5951: 5923: 5913: 5866: 5830: 5746: 5708: 5690: 5685: 5665: 5642: 5613: 5591: 5571: 5561: 5412: 5397: 5377: 5263: 5194: 5180: 5135: 5068: 5063: 5040: 5015: 4983: 4926: 4889: 4866: 4851: 4846: 4831: 4290: 4273: 4249: 4232: 4208: 4191: 2472: 2455: 1278: 1209: 1201: 1047: 961: 143: 39: 4505:"Antiangiogenic and antitumor activities of cyclooxygenase-2 inhibitors" 3847:"Pfizer Completes Transaction to Combine Its Upjohn Business with Mylan" 536: 11365: 11126: 11097: 11077: 11030: 11025: 11010: 10985: 10953: 10921: 10892: 10848: 10747: 10697: 10692: 10687: 10682: 10657: 10570: 10565: 10505: 10490: 10470: 10455: 10428: 10403: 10393: 10378: 10368: 10082: 10037: 10024: 9939: 9725: 9720: 9673: 9610: 9590: 9543: 9135: 8957: 8873: 8868: 8813: 8750: 8693: 8674: 8651: 8646: 8636: 8626: 8587: 8550: 8545: 8540: 8491: 8486: 8468: 8405: 8390: 8375: 8309: 8289: 8220: 8210: 8179: 8133: 8120: 8089: 8054: 7937: 7932: 7907: 7857: 7852: 7827: 7782: 7707: 7348: 7338: 7333: 7328: 7277: 7242: 7092: 7040: 7035: 7030: 7025: 6998: 6922: 6859: 6798: 6792: 6767: 6762: 6701: 6686: 6676: 6646: 6614: 6599: 6546: 6427: 6330: 6325: 6300: 6295: 6285: 6280: 6275: 6245: 6235: 6200: 6195: 6175: 6130: 6118: 6093: 6088: 6078: 6060: 6055: 6045: 6040: 5998: 5986: 5974: 5946: 5933: 5928: 5898: 5861: 5856: 5794: 5789: 5735: 5680: 5632: 5618: 5566: 5553: 5522: 5455: 5444: 5417: 5407: 5402: 5348: 5303: 5298: 5199: 5163: 5095: 5085: 5074: 5058: 5010: 4993: 4969: 4921: 4909: 4861: 4452:
Chuang HC, Kardosh A, Gaffney KJ, Petasis NA, Schönthal AH (May 2008).
4109: 2314: 1350: 1213: 1197: 1012: 894: 773: 547: 227: 4364:"Targeting cyclooxygenase-2 in human neoplasia: rationale and promise" 4158: 3131: 11390: 11330: 11062: 11020: 11005: 11000: 10990: 10980: 10975: 10965: 10880: 10863: 10858: 10853: 10737: 10717: 10712: 10677: 10672: 10632: 10605: 10560: 10555: 10550: 10530: 10485: 10480: 10443: 10433: 10358: 10077: 9984: 9833: 9770: 9683: 9600: 9405: 9390: 9211: 9206: 8878: 8838: 8833: 8687: 8535: 8496: 8440: 8370: 8304: 8299: 8258: 8243: 8215: 8194: 8189: 8184: 8143: 8099: 7887: 7862: 7727: 7656: 7584: 7509: 7343: 7308: 7272: 7262: 7257: 7247: 7237: 7232: 7215: 7168: 7082: 7067: 7052: 7020: 7014: 6978: 6944: 6933: 6927: 6889: 6854: 6849: 6844: 6824: 6787: 6782: 6716: 6671: 6624: 6589: 6574: 6442: 6422: 6377: 6367: 6361: 6265: 6159: 6083: 6073: 6028: 6015: 5956: 5918: 5846: 5784: 5725: 5714: 5670: 5627: 5586: 5580: 5576: 5538: 5465: 5460: 5450: 5422: 5382: 5343: 5318: 5308: 5268: 4914: 4904: 4899: 4894: 4856: 3003:
Dipiro JT, Talbert RL, Yee GC, Matzke GR, Wells BG, Posey LM (2008).
1484: 1425: 1420: 1376:
Two lawsuits arose over discovery of celecoxib. Daniel L. Simmons of
1358: 1354: 1180:
is a 'class effect' for increased CV risk for all NSAIDs". In a 2006
1162: 1043: 1031:, and to reduce the number of colon and rectal polyps in people with 973: 965: 482: 427: 129: 1766:"Celebrex 100mg capsule - Summary of Product Characteristics (SmPC)" 11223: 11218: 11047: 10909: 10904: 10843: 10833: 10811: 10806: 10727: 10702: 10652: 10595: 10585: 10520: 10515: 10475: 9790: 9410: 9216: 8848: 8727: 8722: 8582: 8481: 8253: 8248: 8225: 8174: 8148: 8138: 7947: 7942: 7922: 7837: 7817: 7766: 7579: 7564: 7158: 7138: 7124: 7072: 7046: 6993: 6917: 6912: 6884: 6874: 6814: 6809: 6777: 6609: 6594: 6564: 6351: 6315: 6255: 6023: 5961: 5741: 5637: 5609: 5288: 5125: 2239:"Single dose oral celecoxib for acute postoperative pain in adults" 1928:. American Society of Health-System Pharmacists. 11 November 2019. 1624: 1408: 1381: 1366: 1217: 1107:
counts; it does not inhibit platelet aggregation at approved doses.
1104: 969: 937: 596: 527: 171: 796: 663: 11360: 11171: 10938: 10465: 10418: 10363: 9909: 8853: 8828: 8698: 8683: 8430: 8360: 7992: 7964: 7787: 7702: 7547: 7358: 6959: 6772: 6721: 6665: 5244: 5145: 4959: 4820: 2571:
This article incorporates text from this source, which is in the
2528:
This article incorporates text from this source, which is in the
1536: 4054:
Progress in Neuro-Psychopharmacology & Biological Psychiatry
4011:
Progress in Neuro-Psychopharmacology & Biological Psychiatry
3968:
Progress in Neuro-Psychopharmacology & Biological Psychiatry
1088:
aspirin, anticoagulants and/or corticosteroids, smoking, use of
11121: 10322: 7633: 7535: 7526: 6899: 4884: 3604:"Celebrex Commercial, Long and Unconventional, Draws Criticism" 2161:(76 ed.). Pharmaceutical Press. 2018. pp. 1097–1098. 1622:
cells showed celecoxib could inhibit the growth of these cells
1585: 1480: 1385: 1349:
for arthritis. Celecoxib and other COX-2 selective inhibitors,
1346: 1062: 945: 627: 406: 4312: 4233:"A randomized trial of aspirin to prevent colorectal adenomas" 4192:"Celecoxib for the prevention of sporadic colorectal adenomas" 4094: 3669:"Top Pain Scientist Fabricated Data in Studies, Hospital Says" 10933: 7867: 7574: 7539: 4671:. In Pratt VM, McLeod HL, Rubinstein WS, et al. (eds.). 4189: 3116: 2890:(10th ed.). New York: McGraw-Hill Medical. p. 579. 2011: 1508: 1416: 1246: 1238: 787: 607: 3352:"Pfizer Settles B.Y.U. Lawsuit Over Development of Celebrex" 2453: 1639:
of celecoxib were generated with small alterations in their
680: 30: 4748:"FDA Approves Labeling Supplement for Celebrex (celecoxib)" 4451: 3921: 3781:"Judge cuts 18 months off patent life of Pfizer's Celebrex" 2625: 2584: 2404: 2285: 882: 587: 63: 4315:"Aspirin use and cancers of the upper aerodigestive tract" 4271: 4051: 3965: 3027: 2336: 1957: 78: 4502: 3537:"In Documents on Pain Drug, Signs of Doubt and Deception" 3489:"Drug Approval Package: Celebrex (Celecoxib) NDA# 20-998" 3433:
CAFC Court Decision Reach-Through Claims Declared Invalid
2093: 1710: 1281:(which may explain the reduction in cancer progression). 87: 69: 4577: 2546:"NSAIDs may cause rare kidney problems in unborn babies" 1341:
Discovery and development of cyclooxygenase 2 inhibitors
3635:"Doctor Admits Pain Studies Were Frauds, Hospital Says" 3289:"Judge orders Pfizer to pay BYU $ 852K for suit delays" 2831: 4361: 3002: 2540: 2538: 11490: 4230: 4139:
Rial NS, Zell JA, Cohen AM, Gerner EW (August 2012).
2780:
Turner MS, May DB, Arthur RR, Xiong GL (March 2007).
1667: 1665: 99: 84: 81: 75: 60: 2779: 2666: 1807: 1805: 1803: 1801: 1799: 1797: 1795: 1793: 1791: 1042:
For postoperative pain, it is more or less equal to
90: 66: 9064: 9007: 8956: 4614: 4138: 2535: 1695: 1579: 515: 72: 10345: 9487: 9372: 9295: 9188: 4146:Expert Review of Gastroenterology & Hepatology 3813:"FDA approves first generic versions of celecoxib" 3667: 2493: 2491: 1662: 1284: 9170: 8989: 4571: 3917: 3915: 3247: 2904: 2832:Mathew ST, Devi SG, Prasanth VV, Vinod B (2011). 2578: 2090:"FDA Panel Affirms Safety Of Painkiller Celebrex" 1788: 1056: 11514: 11266: 11247: 11202: 9644: 3320:"Pfizer, BYU settle Celebrex lawsuit for $ 450M" 1430:University of Rochester v. G.D. Searle & Co. 1394:University of Rochester v. G.D. Searle & Co. 819:c1cc(C)ccc1c2cc(C(F)(F)F)nn2c3ccc(cc3)S(=O)(=O)N 495: 4536: 4362:Dannenberg AJ, Subbaramaiah K (December 2003). 3007:(7th ed.). New York: McGraw-Hill Medical. 2701: 2488: 2118: 1490:The Journal of the American Medical Association 1237:A highly selective reversible inhibitor of the 470: 11308: 3912: 3570:"Celebrex Ads Are Back, Dire Warnings and All" 3452:. National Academy of Sciences. 15 June 2015. 3427: 3425: 3398: 3396: 3155: 1588:, so it is not a good choice for this reason. 1576:was inconclusive citing low evidence quality. 1475: 1065:, so it is not a good choice for this reason. 929:. Benefits are typically seen within an hour. 917:. It may also be used to decrease the risk of 11285: 9741: 8942: 7494: 6510: 4778: 4693: 4679:National Center for Biotechnology Information 3704:Mass. doctor accused of faking pain pill data 3286: 3034:Journal of the American College of Cardiology 2737:Journal of Clinical Pharmacy and Therapeutics 1258:(and pain) while minimizing gastrointestinal 9869: 3823:(Press release). 31 May 2014. Archived from 3280: 3256:"University sues Pfizer over COX-2 research" 3158:Bioorganic & Medicinal Chemistry Letters 2730: 2724: 2660: 2619: 2046: 1266:) that are common with nonselective NSAIDs. 999:Celecoxib is indicated for the treatment of 175: 7508: 4183: 4008: 3422: 3393: 3005:Pharmacotherapy A Pathophysiologic Approach 2996: 2411:The Cochrane Database of Systematic Reviews 2243:The Cochrane Database of Systematic Reviews 1953: 1951: 1949: 1947: 1916: 1914: 1912: 1910: 1673:"Celecoxib (Celebrex) Use During Pregnancy" 1596:The use of celecoxib to reduce the risk of 360:In general: ℞ (Prescription only) 8949: 8935: 7501: 7487: 6517: 6503: 4785: 4771: 4355: 3659: 3567: 3530: 3528: 3526: 3524: 3522: 3520: 3518: 3311: 3184: 3112: 3110: 3108: 2881: 2879: 2236: 2083: 2081: 1908: 1906: 1904: 1902: 1900: 1898: 1896: 1894: 1892: 1890: 1196:Celecoxib is predominantly metabolized by 1152: 717: 694: 555: 4638: 4620: 4554: 4479: 4469: 4428: 4402: 4379: 4338: 4289: 4248: 4207: 4166: 3223:"Dr. John Talley: 2001 St. Louis Awardee" 3068: 3045: 2979: 2913:European Journal of Clinical Pharmacology 2859: 2849: 2827: 2825: 2797: 2748: 2643: 2602: 2471: 2430: 2354: 2330: 2313: 2303: 2262: 2029: 2007: 2005: 2003: 1983: 1850: 575: 16:Nonsteroidal anti-inflammatory medication 4543:Journal of the National Cancer Institute 3665: 3561: 3253: 3190: 3151: 3149: 2953: 2910: 2702:Jenkins JK, Seligman PJ (6 April 2005). 2159:British national formulary : BNF 76 1944: 4669:"Celecoxib Therapy and CYP2C9 Genotype" 4580:Expert Opinion on Investigational Drugs 4306: 4265: 3778: 3626: 3597: 3595: 3515: 3444: 3442: 3440: 3404:"Reach-Through Claims Declared Invalid" 3105: 2885: 2876: 2695: 2645:10.7326/0003-4819-142-3-200502010-00005 2279: 2112: 2078: 1922:"Celecoxib Monograph for Professionals" 1887: 1846: 1844: 1842: 1840: 1838: 1539:after Upjohn was spun off from Pfizer. 1212:-converting enzyme-inhibitors, such as 1206:selective serotonin reuptake inhibitors 690: 535: 148: 11515: 10340: 4532: 4530: 4445: 3632: 3601: 3534: 3317: 2822: 2731:Chen LC, Ashcroft DM (December 2006). 2125:. John Wiley & Sons. p. 522. 2000: 1730: 1470: 1227: 708: 333: 8930: 7482: 6526:Non-steroidal anti-inflammatory drugs 6498: 4766: 4224: 3410:from the original on 22 February 2014 3368:from the original on 27 December 2017 3215: 3146: 2377: 2151: 2087: 2066:from the original on 18 December 2015 1823:from the original on 24 February 2021 1432:, 358 F.3d 916 (Fed. Cir. 2004), the 656: 635: 615: 346: 166: 134: 11538:Nonsteroidal anti-inflammatory drugs 10963:Selective COX-2 inhibitors (coxibs): 7453: 4666: 3614:from the original on 17 January 2018 3592: 3437: 3299:from the original on 31 October 2009 2556:from the original on 17 October 2020 2513:from the original on 16 October 2020 2380:The American Journal of Managed Care 2193:from the original on 15 January 2024 1835: 1683:from the original on 25 January 2021 1591: 1232: 1191: 1046:. For pain relief, it is similar to 662: 261: 251: 9072:Tooltip Prostaglandin D2 receptor 2 9015:Tooltip Prostaglandin D2 receptor 1 7104:COX-inhibiting nitric oxide donator 5054:ribonucleotide reductase inhibitors 4527: 4278:The New England Journal of Medicine 4237:The New England Journal of Medicine 4196:The New England Journal of Medicine 3760:from the original on 9 January 2017 3682:from the original on 30 August 2017 3580:from the original on 7 January 2016 3549:from the original on 3 January 2016 3456:from the original on 7 January 2016 2591:The New England Journal of Medicine 2460:The New England Journal of Medicine 2213:"Celecoxib - Drug Usage Statistics" 1608: 1567: 1535:In the US, Celebrex is marketed by 1361:, were discovered by a team at the 1184:of randomized control studies, the 940:. Serious side effects may include 879:nonsteroidal anti-inflammatory drug 595: 486: 325: 13: 10934:AM-404 (N-arachidonoylaminophenol) 10752:Anthranilic acids (fenamic acids): 10404:Mesalazine (5-aminosalicylic acid) 9495:Tooltip Prostaglandin EP4 receptor 9380:Tooltip Prostaglandin EP3 receptor 9303:Tooltip Prostaglandin EP2 receptor 9196:Tooltip Prostaglandin EP1 receptor 5220:Ribonucleotide reductase inhibitor 5176:Ribonucleotide reductase inhibitor 4659: 3734:from the original on 10 March 2016 3503:from the original on 27 March 2019 3203:from the original on 16 April 2018 2509:(Press release). 15 October 2020. 2237:Derry S, Moore RA (October 2013). 2139:from the original on 27 April 2021 1776:from the original on 6 August 2020 1746:from the original on 3 August 2023 1309: 1302: 1295: 1288: 1173:In 2005, a study published in the 1068: 1035:. It may be used in children with 233:Cyclooxygenase-2 (COX-2) inhibitor 14: 11574: 11424:γ-Linolenic acid (gamolenic acid) 10770:Meclofenamic acid (meclofenamate) 9179:Tooltip Prostaglandin E2 receptor 8998:Tooltip Prostaglandin D2 receptor 8593:Tetrahydrocannabinol (dronabinol) 4979:Dihydrofolate reductase inhibitor 4724: 3793:from the original on 25 July 2017 3702:"Associated Press, Mar 11, 2009, 3332:from the original on 3 March 2016 3287:Linda Thomson (28 October 2009). 3071:Expert Opinion on Pharmacotherapy 2888:Basic & clinical pharmacology 2550:U.S. Food and Drug Administration 2054:"Should you still take Celebrex?" 2031:10.1161/circulationaha.106.181424 881:(NSAID). It is used to treat the 288: 198: 120:Celebrex, Onsenal, Elyxyb, others 11500: 11479:Leukotriene signaling modulators 11271:Tooltip Prostaglandin F synthase 11252:Tooltip Prostaglandin E synthase 11211:Tooltip Prostaglandin D synthase 9653:Tooltip Prostaglandin F receptor 7462: 7452: 7443: 7442: 3937:10.1016/j.jpsychires.2021.09.018 3647:from the original on 17 May 2017 3236:(5): 2. May 2001. Archived from 2799:10.1111/j.1365-2796.2006.01720.x 2750:10.1111/j.1365-2710.2006.00774.x 2566: 2523: 2100:from the original on 20 May 2018 1932:from the original on 20 May 2019 1865:10.2165/11208240-000000000-00000 1503:, former chief of acute pain at 754: 748: 742: 56: 38: 29: 10790:Talinflumic acid (talinflumate) 10780:Morniflumic acid (morniflumate) 10760:Floctafenic acid (floctafenate) 10743:Tiaprofenic acid (tiaprofenate) 7354:Superoxide dismutase / orgotein 4496: 4396: 4132: 4088: 4045: 4002: 3959: 3925:Journal of Psychiatric Research 3886: 3861: 3839: 3805: 3772: 3746: 3716: 3694: 3481: 3468: 3380: 3344: 3062: 3021: 2947: 2773: 2447: 2398: 2371: 2230: 2205: 2175: 2119:Fischer J, Ganellin CR (2006). 1285:Structure-activity relationship 994: 844:Key:RZEKVGVHFLEQIL-UHFFFAOYSA-N 11313:Tooltip Thromboxane A synthase 10364:Aspirin (acetylsalicylic acid) 9578:16,16-Dimethyl Prostaglandin E 8361:Aspirin (acetylsalicylic acid) 6666:Aspirin (acetylsalicylic acid) 5116:Thymidylate synthase inhibitor 5006:Thymidylate synthase inhibitor 4403:Schönthal AH (December 2007). 4098:Acta Psychiatrica Scandinavica 3120:Journal of Medicinal Chemistry 2423:10.1002/14651858.CD009865.pub2 2407:"Celecoxib for osteoarthritis" 2255:10.1002/14651858.CD004233.pub4 1758: 1724: 1580:Familial adenomatous polyposis 1519: 1443:direct-to-consumer advertising 1415:in 1993 oversaw research into 1269: 1057:Familial adenomatous polyposis 1033:familial adenomatous polyposis 923:familial adenomatous polyposis 766: 760: 736: 314: 301: 1: 11472:Receptor/signaling modulators 11294:Tooltip Prostacyclin synthase 10795:Tolfenamic acid (tolfenamate) 10765:Flufenamic acid (flufenamate) 10755:Etofenamic acid (etofenamate) 9811:Prostacyclin (prostaglandin I 9750:Tooltip Prostacyclin receptor 5036:Adenosine deaminase inhibitor 4877:Block microtubule disassembly 4381:10.1016/S1535-6108(03)00310-6 3754:"US Re-issued Patent RE44048" 3666:Winstein KJ (11 March 2009). 3170:10.1016/s0960-894x(00)00522-9 2122:Analogue-based Drug Discovery 1976:10.1016/S0140-6736(13)60900-9 1813:"Celebrex- celecoxib capsule" 1655: 1547: 1345:It was initially marketed by 1037:juvenile rheumatoid arthritis 1029:juvenile rheumatoid arthritis 915:juvenile rheumatoid arthritis 310:(Other controlled substances) 9878:Tooltip Thromboxane receptor 4754:Food and Drug Administration 4738:Food and Drug Administration 4708:10.1001/jama.296.13.jrv60015 3819:Food and Drug Administration 3568:Berenson A (29 April 2006). 3495:Food and Drug Administration 3254:Yajnik J (27 October 2006). 2786:Journal of Internal Medicine 2711:Food and Drug Administration 2505:Food and Drug Administration 2343:Osteoarthritis and Cartilage 1513:Food and Drug Administration 1494:Food and Drug Administration 1407:, who was vice president of 1401:National Academy of Sciences 1117:Food and Drug Administration 950:gastrointestinal perforation 932:Common side effects include 869:, sold under the brand name 7: 10944:Paracetamol (acetaminophen) 10775:Mefenamic acid (mefenamate) 10429:Salicylate (salicylic acid) 8003:Paracetamol (acetaminophen) 6732:Salicylic acid (salicylate) 4621:Schönthal AH (April 2006). 4066:10.1016/j.pnpbp.2014.01.013 4023:10.1016/j.pnpbp.2013.09.006 3980:10.1016/j.pnpbp.2012.11.008 3779:Parloff R (13 March 2014). 3191:Langreth R (23 June 2003). 2632:Annals of Internal Medicine 2305:10.1093/rheumatology/kel195 1542: 1476:Fabricated efficacy studies 1176:Annals of Internal Medicine 1101:partial thromboplastin time 972:. Use in the later part of 10: 11579: 10623:Bucloxic acid (blucloxate) 10541:Indometacin (indomethacin) 4689:. Bookshelf ID: NBK379478. 4674:Medical Genetics Summaries 3857:– via Business Wire. 3849:. Pfizer. 16 November 2020 3633:Harris G (11 March 2009). 3047:10.1016/j.jacc.2008.08.002 2960:Rheumatology International 2356:10.1016/j.joca.2007.06.014 1742:(published 4 April 2023). 1338: 1334: 1167:American Heart Association 1147:toxic epidermal necrolysis 1127: 1115:In October 2020, the U.S. 726:Chemical and physical data 11558:Trifluoromethyl compounds 11543:Drugs developed by Pfizer 11463: 11408: 11306: 11283: 11264: 11245: 11200: 10785:Niflumic acid (niflumate) 10338: 10321: 10096: 9889:Carbocyclic thromboxane A 9867: 9739: 9642: 9567: 9485: 9370: 9293: 9186: 9168: 9062: 9005: 8987: 8970: 8887: 8806: 8763: 8741: 8704:Tricyclic antidepressants 8660: 8612: 8601: 8563: 8518: 8467: 8351: 8318: 8267: 8203: 8167: 8077: 8068: 7977: 7775: 7593: 7534: 7525: 7438: 7415: 7367: 7286: 7204: 7117: 6953: 6898: 6745: 6655: 6545: 6455: 6336:Omacetaxine mepesuccinate 6216:Ciltacabtagene autoleucel 6206:Brexucabtagene autoleucel 6152: 6103: 5883: 5876: 5812: 5766: 5699: 5656: 5493: 5478: 5358: 5328: 5253: 5238: 5209: 5105: 5025: 4968: 4951: 4940: 4876: 4829: 4810: 4592:10.1517/13543784.17.2.197 4409:British Journal of Cancer 4319:British Journal of Cancer 3535:Thomas K (24 June 2012). 3083:10.1517/14656560802560153 2972:10.1007/s00296-011-2263-6 2954:Conaghan PG (June 2012). 2925:10.1007/s00228-007-0400-7 2088:Stein R (25 April 2018). 1411:in 1989 and president of 954:gastrointestinal bleeding 852: 827: 807: 785: 772: 730: 725: 706: 674: 646: 626: 606: 586: 566: 546: 526: 506: 481: 461: 441: 436: 432:Faeces (57%), urine (27%) 426: 413: 399: 385: 375: 367: 278: 273: 238: 226: 212: 186: 156: 142: 124: 114: 51: 46: 37: 28: 11103:Menatetrenone (vitamin K 10926:Aminophenols (anilines): 8038:+propyphenazone/caffeine 7402:Naproxen/diphenhydramine 6388:Talimogene laherparepvec 6321:Nadofaragene firadenovec 6291:Lisocabtagene maraleucel 5240:Topoisomerase inhibitors 5159:DNA polymerase inhibitor 4640:10.3171/foc.2006.20.4.14 3602:Saul S (10 April 2007). 1378:Brigham Young University 1143:Stevens-Johnson syndrome 329:: Prescription only 11429:Dihomo-γ-linolenic acid 10826:Enolic acids (oxicams): 10369:Benorilate (benorylate) 7423:WHO-Essential Medicines 6191:Axicabtagene ciloleucel 4795:chemotherapeutic agents 4556:10.1093/jnci/94.23.1745 3675:The Wall Street Journal 3318:Harvey T (1 May 2012). 1740:Diário Oficial da União 1505:Baystate Medical Center 1434:University of Rochester 1390:University of Rochester 1153:Heart attack and stroke 991:million prescriptions. 11228:selenium tetrachloride 7888:Pethidine (meperidine) 6751:and related substances 6373:Sitimagene ceradenovec 6271:Idecabtagene vicleucel 5836:Methyl aminolevulinate 4471:10.1186/1476-4598-7-38 4421:10.1038/sj.bjc.6604049 4331:10.1038/sj.bjc.6600820 3193:"The Chemical Cobbler" 2681:10.1001/jama.286.8.954 1650:2,5-dimethyl-celecoxib 1314: 1307: 1300: 1293: 1260:adverse drug reactions 1252:sulfonamide side chain 1186:cerebrovascular events 1139:exfoliative dermatitis 1025:ankylosing spondylitis 907:ankylosing spondylitis 10897:Aminonicotinic acids: 8509:+paracetamol/caffeine 8487:Metamizole (dipyrone) 8421:Morpholine salicylate 8365:+paracetamol/caffeine 7407:Naproxen/esomeprazole 7397:Meloxicam/bupivacaine 7392:Ibuprofen/paracetamol 7382:Ibuprofen/hydrocodone 5847:Porphyrin derivatives 5543:Melphalan flufenamide 5190:Hypomethylating agent 4799:antineoplastic agents 3476:U.S. patent 5,466,823 3431:Ranjana Kadle (2004) 3388:U.S. patent 6,048,850 3325:The Salt Lake Tribune 2713:(FDA). Archived from 2604:10.1056/NEJMoa1611593 2183:"The Top 300 of 2021" 1313: 1306: 1299: 1292: 1132:Celecoxib contains a 11523:Antineoplastic drugs 10546:Indometacin farnesil 10399:Magnesium salicylate 10030:Pinane thromboxane A 9791:Iloprost (ciloprost) 9411:Iloprost (ciloprost) 9217:Iloprost (ciloprost) 8632:Gabapentin enacarbil 8426:Potassium salicylate 8416:Magnesium salicylate 8411:Imidazole salicylate 8238:Indometacin farnesil 7634:Diamorphine (heroin) 7601:Acetyldihydrocodeine 7377:Ibuprofen/famotidine 6835:Indometacin farnesil 6707:Magnesium salicylate 6528:(NSAIDs) (primarily 6176:Asparagine depleters 6105:Receptor antagonists 6019:+abiraterone acetate 4291:10.1056/NEJMoa021633 4250:10.1056/NEJMoa021735 4209:10.1056/NEJMoa061355 3499:. 24 December 1999. 2720:on 9 September 2005. 2473:10.1056/NEJMoa050405 1161:The COX-2 inhibitor 1017:musculoskeletal pain 1005:rheumatoid arthritis 980:is not recommended. 911:painful menstruation 899:rheumatoid arthritis 453:4-benzenesulfonamide 10374:Carbasalate calcium 8381:Carbasalate calcium 7387:Ibuprofen/oxycodone 7304:Chondroitin sulfate 6682:Carbasalate calcium 6226:Denileukin diftitox 6126:Retinoid X receptor 5826:Aminolevulinic acid 5648:Triethylenemelamine 5480:Crosslinking of DNA 5211:Deoxyribonucleotide 5150:+gimeracil/oteracil 4627:Neurosurgical Focus 2886:Katzung BG (2007). 2851:10.5402/2011/480291 1772:. 13 January 2020. 1641:chemical structures 1471:Society and culture 1327:structures 6 – 9). 1277:Celecoxib binds to 1228:Mechanism of action 1222:hydrochlorothiazide 1119:(FDA) required the 1079:or exacerbation of 1009:psoriatic arthritis 919:colorectal adenomas 903:psoriatic arthritis 873:among others, is a 342:(Prescription only) 297:(Prescription only) 25: 11236:selenium disulfide 10868:4-Aminoquinolines: 8914:Never to phase III 8819:Analgesic adjuvant 8720:1.7/1.8-selective: 8386:Choline salicylate 7813:Dextropropoxyphene 7294:Aminopropionitrile 6482:Never to phase III 5284:Etirinotecan pegol 4110:10.1111/acps.12211 3900:. 16 November 2020 3640:The New York Times 3608:The New York Times 3574:The New York Times 3542:The New York Times 3450:"Philip Needleman" 3357:The New York Times 3268:on 3 February 2009 1492:. In 2001, the US 1315: 1308: 1301: 1294: 985:generic medication 21: 11563:4-Tolyl compounds 11533:CYP2D6 inhibitors 11488: 11487: 11404: 11403: 10439:Sodium salicylate 10409:Methyl salicylate 10332: 10317: 10316: 9638: 9637: 9164: 9163: 8981: 8924: 8923: 8759: 8758: 8743:Potassium openers 8680:Local anesthetics 8622:Alcohol (ethanol) 8559: 8558: 8458:methyl salicylate 8446:Sodium salicylate 8333:Meclofenamic acid 8008:+aspirin/caffeine 7973: 7972: 7476: 7475: 7324:Glycosaminoglycan 7174:Meclofenamic acid 6737:Sodium salicylate 6712:Methyl salicylate 6492: 6491: 6451: 6450: 6408:Tigilanol tiglate 5885:Enzyme inhibitors 5808: 5807: 5804: 5803: 5504:Nitrogen mustards 5474: 5473: 5234: 5233: 4936: 4935: 4159:10.1586/egh.12.23 3712:on 16 March 2009. 3243:on 15 April 2018. 3132:10.1021/jm960803q 3014:978-0-07-147899-1 2838:ISRN Pharmacology 2386:(Suppl): S48–54. 1734:(31 March 2023). 1598:colorectal cancer 1592:Cancer prevention 1483:and its partner, 1399:According to the 1233:Anti-inflammatory 1192:Drug interactions 864: 863: 798:Interactive image 676:CompTox Dashboard 350: 337: 328: 317: 305: 292: 202: 169: 11570: 11528:COX-2 inhibitors 11505: 11504: 11503: 11496: 11439:Arachidonic acid 11314: 11310: 11295: 11291: 11272: 11268: 11253: 11249: 11212: 11208: 11035:Others/unsorted: 10610:Propionic acids: 10591:Sulindac sulfide 10356:Salicylic acids: 10347: 10342: 10336: 10335: 10326: 9879: 9875: 9751: 9747: 9654: 9650: 9496: 9492: 9381: 9377: 9304: 9300: 9197: 9193: 9184: 9183: 9180: 9176: 9073: 9069: 9016: 9012: 9003: 9002: 8999: 8995: 8985: 8984: 8975: 8951: 8944: 8937: 8928: 8927: 8614:Calcium blockers 8610: 8609: 8506: 8455: 8281: 8269:COX-2 inhibitors 8235: 8154:Tiaprofenic acid 8125: 8112: 8104: 8075: 8074: 7952: 7732: 7671: 7643: 7615: 7532: 7531: 7503: 7496: 7489: 7480: 7479: 7466: 7456: 7455: 7446: 7445: 7206:COX-2 inhibitors 7121:-arylanthranilic 7088:Tiaprofenic acid 6519: 6512: 6505: 6496: 6495: 6413:Tisagenlecleucel 6170:Arsenic trioxide 5881: 5880: 5814:Photosensitizers 5605:Alkyl sulfonates 5519:Cyclophosphamide 5491: 5490: 5430:Anthracenediones 5251: 5250: 5225:Hydroxycarbamide 4966: 4965: 4949: 4948: 4827: 4826: 4787: 4780: 4773: 4764: 4763: 4759: 4743: 4719: 4690: 4653: 4652: 4642: 4618: 4612: 4611: 4575: 4569: 4568: 4558: 4534: 4525: 4524: 4515:(5): 1306–1311. 4500: 4494: 4493: 4483: 4473: 4458:Molecular Cancer 4449: 4443: 4442: 4432: 4400: 4394: 4393: 4383: 4359: 4353: 4352: 4342: 4310: 4304: 4303: 4293: 4269: 4263: 4262: 4252: 4228: 4222: 4221: 4211: 4187: 4181: 4180: 4170: 4136: 4130: 4129: 4092: 4086: 4085: 4049: 4043: 4042: 4006: 4000: 3999: 3963: 3957: 3956: 3919: 3910: 3909: 3907: 3905: 3890: 3884: 3883: 3881: 3879: 3865: 3859: 3858: 3856: 3854: 3843: 3837: 3836: 3834: 3832: 3809: 3803: 3802: 3800: 3798: 3776: 3770: 3769: 3767: 3765: 3750: 3744: 3743: 3741: 3739: 3720: 3714: 3713: 3708:. Archived from 3698: 3692: 3691: 3689: 3687: 3671: 3663: 3657: 3656: 3654: 3652: 3630: 3624: 3623: 3621: 3619: 3599: 3590: 3589: 3587: 3585: 3565: 3559: 3558: 3556: 3554: 3532: 3513: 3512: 3510: 3508: 3485: 3479: 3478: 3472: 3466: 3465: 3463: 3461: 3446: 3435: 3429: 3420: 3419: 3417: 3415: 3400: 3391: 3390: 3384: 3378: 3377: 3375: 3373: 3362:Associated Press 3348: 3342: 3341: 3339: 3337: 3315: 3309: 3308: 3306: 3304: 3284: 3278: 3277: 3275: 3273: 3264:. Archived from 3251: 3245: 3244: 3242: 3227: 3219: 3213: 3212: 3210: 3208: 3188: 3182: 3181: 3153: 3144: 3143: 3114: 3103: 3102: 3066: 3060: 3059: 3049: 3025: 3019: 3018: 3000: 2994: 2993: 2983: 2951: 2945: 2944: 2908: 2902: 2901: 2883: 2874: 2873: 2863: 2853: 2829: 2820: 2819: 2801: 2777: 2771: 2770: 2752: 2728: 2722: 2721: 2719: 2708: 2699: 2693: 2692: 2664: 2658: 2657: 2647: 2623: 2617: 2616: 2606: 2582: 2576: 2570: 2569: 2565: 2563: 2561: 2552:. 21 July 2017. 2542: 2533: 2527: 2526: 2522: 2520: 2518: 2495: 2486: 2485: 2475: 2451: 2445: 2444: 2434: 2402: 2396: 2395: 2375: 2369: 2368: 2358: 2334: 2328: 2327: 2317: 2307: 2283: 2277: 2276: 2266: 2249:(10): CD004233. 2234: 2228: 2227: 2225: 2223: 2209: 2203: 2202: 2200: 2198: 2179: 2173: 2172: 2155: 2149: 2148: 2146: 2144: 2116: 2110: 2109: 2107: 2105: 2085: 2076: 2075: 2073: 2071: 2059:Consumer Reports 2050: 2044: 2043: 2033: 2009: 1998: 1997: 1987: 1970:(9894): 769–79. 1955: 1942: 1941: 1939: 1937: 1918: 1885: 1884: 1848: 1833: 1832: 1830: 1828: 1809: 1786: 1785: 1783: 1781: 1762: 1756: 1755: 1753: 1751: 1728: 1722: 1721: 1719: 1717: 1707:nctr-crs.fda.gov 1699: 1693: 1692: 1690: 1688: 1669: 1609:Cancer treatment 1574:bipolar disorder 1568:Bipolar disorder 1558:bipolar disorder 1554:major depression 1530:double patenting 1462: 1461: 1457: 1454: 1405:Philip Needleman 1097:prothrombin time 990: 860: 859: 800: 780: 768: 762: 756: 750: 744: 738: 721: 710: 699: 698: 684: 682: 666: 660: 639: 619: 599: 579: 559: 539: 519: 499: 489: 488: 474: 418: 355: 348: 345: 335: 332: 327: 324: 316: 313: 303: 300: 290: 287: 265: 255: 200: 197: 179: 168: 165: 152: 138: 106: 102: 97: 96: 93: 92: 89: 86: 83: 80: 77: 74: 71: 68: 65: 62: 42: 33: 26: 24: 20: 11578: 11577: 11573: 11572: 11571: 11569: 11568: 11567: 11513: 11512: 11511: 11501: 11499: 11491: 11489: 11484: 11459: 11455: 11452:Prostaglandin H 11447: 11444:Prostaglandin G 11400: 11312: 11302: 11300:Tranylcypromine 11293: 11289: 11279: 11270: 11260: 11251: 11241: 11232:sodium selenite 11210: 11206: 11196: 11142:Rosmarinic acid 11106: 10914:Sulfonanilides: 10817:Oxyphenbutazone 10343: 10325: 10313: 10092: 10033: 9905: 9892: 9877: 9873: 9863: 9823: 9820:Prostaglandin E 9815:, epoprostenol) 9814: 9749: 9745: 9735: 9710: 9707:Prostaglandin F 9702: 9699:Prostaglandin D 9652: 9648: 9634: 9619: 9616:Prostaglandin F 9581: 9563: 9528: 9525:Prostaglandin E 9519: 9516:Prostaglandin E 9494: 9491: 9481: 9462:Ricinoleic acid 9451: 9448:Prostaglandin E 9442: 9439:Prostaglandin E 9434: 9431:Prostaglandin D 9379: 9376: 9366: 9336: 9333:Prostaglandin E 9327: 9324:Prostaglandin E 9302: 9299: 9289: 9249: 9246:Prostaglandin E 9240: 9237:Prostaglandin E 9195: 9192: 9178: 9174: 9160: 9091: 9088:Prostaglandin D 9071: 9068: 9058: 9029: 9026:Prostaglandin D 9014: 9011: 8997: 8993: 8974: 8966: 8955: 8925: 8920: 8919: 8904:Clinical trials 8883: 8864:Phenazopyridine 8802: 8783:Cyclobenzaprine 8755: 8737: 8719: 8662:Sodium blockers 8656: 8604: 8597: 8555: 8514: 8504: 8463: 8453: 8347: 8343:Tolfenamic acid 8328:Flufenamic acid 8314: 8279: 8263: 8233: 8199: 8163: 8123: 8110: 8102: 8064: 8028:+metoclopramide 7969: 7950: 7771: 7730: 7669: 7652:Dihydromorphine 7641: 7613: 7589: 7521: 7507: 7477: 7472: 7434: 7427:withdrawn drugs 7411: 7369: 7363: 7282: 7208: 7200: 7196:Tolfenamic acid 7154:Flufenamic acid 7122: 7113: 6957: 6949: 6894: 6750: 6741: 6651: 6620:Oxyphenbutazone 6550: 6541: 6523: 6493: 6488: 6487: 6472:Clinical trials 6447: 6153:Other/ungrouped 6148: 6099: 5872: 5852:Porfimer sodium 5800: 5762: 5695: 5652: 5482: 5470: 5354: 5324: 5242: 5230: 5205: 5101: 5021: 4957: 4955:antimetabolites 4953: 4952:DNA precursors/ 4944: 4942:DNA replication 4932: 4872: 4842:Vinca alkaloids 4818: 4806: 4791: 4758:. 28 June 2018. 4746: 4742:. 15 July 2005. 4730: 4727: 4722: 4702:(13): 1619–32. 4667:Dean L (2016). 4662: 4660:Further reading 4657: 4656: 4619: 4615: 4576: 4572: 4549:(23): 1745–57. 4535: 4528: 4509:Cancer Research 4501: 4497: 4450: 4446: 4401: 4397: 4360: 4356: 4311: 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2519–29. 2583: 2579: 2567: 2559: 2557: 2544: 2543: 2536: 2524: 2516: 2514: 2497: 2496: 2489: 2466:(11): 1071–80. 2452: 2448: 2417:(7): CD009865. 2403: 2399: 2376: 2372: 2349:(9): 981–1000. 2335: 2331: 2284: 2280: 2235: 2231: 2221: 2219: 2211: 2210: 2206: 2196: 2194: 2181: 2180: 2176: 2169: 2157: 2156: 2152: 2142: 2140: 2133: 2117: 2113: 2103: 2101: 2086: 2079: 2069: 2067: 2062:. August 2009. 2052: 2051: 2047: 2024:(12): 1634–42. 2010: 2001: 1956: 1945: 1935: 1933: 1920: 1919: 1888: 1859:(18): 2457–89. 1849: 1836: 1826: 1824: 1819:. 31 May 2019. 1811: 1810: 1789: 1779: 1777: 1764: 1763: 1759: 1749: 1747: 1729: 1725: 1715: 1713: 1701: 1700: 1696: 1686: 1684: 1671: 1670: 1663: 1658: 1620:malignant tumor 1611: 1594: 1582: 1570: 1550: 1545: 1522: 1501:Scott S. Reuben 1499:In March 2009, 1478: 1473: 1459: 1455: 1452: 1450: 1343: 1337: 1325: 1321: 1287: 1272: 1235: 1230: 1194: 1155: 1130: 1071: 1069:Adverse effects 1059: 997: 988: 921:in people with 875:COX-2 inhibitor 855: 853: 848: 845: 840: 835: 834: 823: 820: 815: 814: 803: 778: 765: 759: 753: 747: 741: 702: 678: 670: 642: 622: 602: 582: 562: 542: 522: 502: 485: 477: 457: 454: 449: 448: 416: 391:97% (mainly to 387:Protein binding 377:Bioavailability 369:Pharmacokinetic 363: 353: 269: 215: 208: 189: 182: 104: 100: 59: 55: 17: 12: 11: 5: 11576: 11566: 11565: 11560: 11555: 11550: 11545: 11540: 11535: 11530: 11525: 11510: 11509: 11486: 11485: 11483: 11482: 11475: 11468: 11464: 11461: 11460: 11458: 11457: 11453: 11449: 11445: 11441: 11436: 11434:Diacylglycerol 11431: 11426: 11421: 11412: 11410: 11406: 11405: 11402: 11401: 11399: 11398: 11393: 11388: 11383: 11378: 11373: 11368: 11363: 11358: 11353: 11348: 11343: 11338: 11333: 11328: 11323: 11317: 11315: 11304: 11303: 11298: 11296: 11287: 11281: 11280: 11275: 11273: 11262: 11261: 11256: 11254: 11243: 11242: 11240: 11239: 11221: 11215: 11213: 11204: 11198: 11197: 11195: 11194: 11189: 11184: 11179: 11174: 11169: 11164: 11159: 11154: 11149: 11144: 11139: 11134: 11129: 11124: 11119: 11114: 11109: 11104: 11100: 11095: 11090: 11085: 11080: 11075: 11070: 11065: 11060: 11055: 11050: 11045: 11040: 11028: 11023: 11018: 11013: 11008: 11003: 10998: 10993: 10988: 10983: 10978: 10973: 10968: 10956: 10951: 10946: 10941: 10936: 10931: 10919: 10907: 10902: 10890: 10878: 10873: 10861: 10856: 10851: 10846: 10841: 10836: 10831: 10822:Phenylbutazone 10819: 10814: 10809: 10804: 10792: 10787: 10782: 10777: 10772: 10767: 10762: 10757: 10745: 10740: 10735: 10730: 10725: 10720: 10715: 10710: 10705: 10700: 10695: 10690: 10685: 10680: 10675: 10670: 10665: 10660: 10655: 10650: 10645: 10640: 10635: 10630: 10625: 10620: 10615: 10603: 10598: 10593: 10588: 10583: 10578: 10573: 10568: 10563: 10558: 10553: 10548: 10543: 10538: 10533: 10528: 10523: 10518: 10513: 10508: 10503: 10498: 10493: 10488: 10483: 10478: 10473: 10468: 10463: 10458: 10453: 10441: 10436: 10431: 10426: 10421: 10416: 10411: 10406: 10401: 10396: 10391: 10386: 10381: 10376: 10371: 10366: 10361: 10352: 10350: 10333: 10319: 10318: 10315: 10314: 10312: 10311: 10306: 10301: 10296: 10291: 10286: 10281: 10276: 10271: 10266: 10261: 10256: 10251: 10246: 10241: 10236: 10231: 10226: 10221: 10216: 10211: 10206: 10201: 10196: 10191: 10186: 10181: 10176: 10171: 10166: 10161: 10156: 10151: 10146: 10141: 10136: 10131: 10126: 10121: 10116: 10111: 10106: 10100: 10098: 10094: 10093: 10091: 10090: 10085: 10080: 10075: 10070: 10065: 10060: 10055: 10050: 10045: 10040: 10035: 10031: 10027: 10022: 10017: 10012: 10007: 10002: 9997: 9992: 9987: 9982: 9977: 9972: 9967: 9962: 9957: 9952: 9947: 9942: 9937: 9932: 9927: 9918: 9917: 9912: 9907: 9903: 9899: 9894: 9890: 9882: 9880: 9871: 9865: 9864: 9862: 9861: 9852: 9851: 9846: 9841: 9836: 9831: 9826: 9821: 9817: 9812: 9808: 9803: 9798: 9796:Isocarbacyclin 9793: 9788: 9783: 9778: 9773: 9768: 9763: 9754: 9752: 9743: 9737: 9736: 9734: 9733: 9728: 9723: 9718: 9713: 9708: 9704: 9700: 9696: 9691: 9686: 9681: 9676: 9671: 9666: 9657: 9655: 9646: 9640: 9639: 9636: 9635: 9633: 9632: 9627: 9622: 9617: 9613: 9608: 9603: 9598: 9593: 9588: 9583: 9579: 9571: 9569: 9565: 9564: 9562: 9561: 9556: 9551: 9546: 9537: 9536: 9531: 9529:(dinoprostone) 9526: 9522: 9517: 9513: 9508: 9499: 9497: 9489: 9483: 9482: 9480: 9479: 9470: 9469: 9464: 9459: 9454: 9452:(dinoprostone) 9449: 9445: 9440: 9436: 9432: 9428: 9423: 9418: 9416:Isocarbacyclin 9413: 9408: 9403: 9398: 9393: 9384: 9382: 9374: 9368: 9367: 9365: 9364: 9359: 9354: 9345: 9344: 9339: 9337:(dinoprostone) 9334: 9330: 9325: 9321: 9316: 9307: 9305: 9297: 9291: 9290: 9288: 9287: 9282: 9277: 9272: 9267: 9258: 9257: 9252: 9250:(dinoprostone) 9247: 9243: 9238: 9234: 9229: 9224: 9219: 9214: 9209: 9200: 9198: 9190: 9181: 9172: 9166: 9165: 9162: 9161: 9159: 9158: 9153: 9148: 9143: 9138: 9133: 9128: 9123: 9118: 9113: 9108: 9103: 9094: 9093: 9089: 9085: 9076: 9074: 9066: 9060: 9059: 9057: 9056: 9051: 9046: 9037: 9036: 9031: 9027: 9019: 9017: 9009: 9000: 8991: 8982: 8968: 8967: 8954: 8953: 8946: 8939: 8931: 8922: 8921: 8918: 8917: 8916: 8915: 8912: 8901: 8895: 8889: 8888: 8885: 8884: 8882: 8881: 8876: 8871: 8866: 8861: 8859:Methoxyflurane 8856: 8851: 8846: 8841: 8836: 8831: 8826: 8821: 8816: 8810: 8808: 8804: 8803: 8801: 8800: 8795: 8790: 8785: 8780: 8775: 8769: 8767: 8761: 8760: 8757: 8756: 8754: 8753: 8747: 8745: 8739: 8738: 8736: 8735: 8730: 8725: 8717: 8712: 8711: 8701: 8696: 8691: 8677: 8672: 8666: 8664: 8658: 8657: 8655: 8654: 8649: 8644: 8639: 8634: 8629: 8624: 8618: 8616: 8607: 8599: 8598: 8596: 8595: 8590: 8585: 8580: 8575: 8569: 8567: 8561: 8560: 8557: 8556: 8554: 8553: 8548: 8543: 8538: 8533: 8528: 8522: 8520: 8516: 8515: 8513: 8512: 8502:Propyphenazone 8499: 8494: 8489: 8484: 8479: 8477:Aminophenazone 8473: 8471: 8465: 8464: 8462: 8461: 8448: 8443: 8438: 8433: 8428: 8423: 8418: 8413: 8408: 8403: 8398: 8393: 8388: 8383: 8378: 8373: 8368: 8357: 8355: 8349: 8348: 8346: 8345: 8340: 8338:Mefenamic acid 8335: 8330: 8324: 8322: 8316: 8315: 8313: 8312: 8307: 8302: 8297: 8292: 8287: 8273: 8271: 8265: 8264: 8262: 8261: 8256: 8251: 8246: 8241: 8228: 8223: 8218: 8213: 8207: 8205: 8201: 8200: 8198: 8197: 8192: 8187: 8182: 8177: 8171: 8169: 8165: 8164: 8162: 8161: 8156: 8151: 8146: 8141: 8136: 8131: 8118: 8097: 8092: 8087: 8081: 8079: 8072: 8066: 8065: 8063: 8062: 8057: 8052: 8047: 8046: 8045: 8040: 8035: 8030: 8025: 8020: 8015: 8010: 8000: 7995: 7990: 7984: 7982: 7975: 7974: 7971: 7970: 7968: 7967: 7962: 7945: 7940: 7935: 7930: 7925: 7920: 7915: 7910: 7905: 7900: 7895: 7890: 7885: 7880: 7875: 7870: 7865: 7860: 7855: 7850: 7845: 7835: 7830: 7825: 7820: 7815: 7810: 7808:Dextromoramide 7805: 7800: 7795: 7790: 7785: 7779: 7777: 7773: 7772: 7770: 7769: 7764: 7759: 7754: 7725: 7720: 7715: 7710: 7705: 7700: 7695: 7690: 7688:Hydromorphinol 7685: 7664: 7659: 7654: 7649: 7639:Dihydrocodeine 7636: 7631: 7626: 7621: 7608: 7606:Benzylmorphine 7603: 7597: 7595: 7591: 7590: 7588: 7587: 7582: 7577: 7572: 7562: 7561: 7560: 7555: 7544: 7542: 7529: 7523: 7522: 7506: 7505: 7498: 7491: 7483: 7474: 7473: 7471: 7470: 7460: 7450: 7439: 7436: 7435: 7431:veterinary use 7416: 7413: 7412: 7410: 7409: 7404: 7399: 7394: 7389: 7384: 7379: 7373: 7371: 7365: 7364: 7362: 7361: 7356: 7351: 7346: 7341: 7336: 7331: 7326: 7321: 7316: 7311: 7306: 7301: 7296: 7290: 7288: 7284: 7283: 7281: 7280: 7275: 7270: 7265: 7260: 7255: 7250: 7245: 7240: 7235: 7230: 7218: 7212: 7210: 7202: 7201: 7199: 7198: 7193: 7188: 7183: 7180:Mefenamic acid 7176: 7171: 7166: 7161: 7156: 7151: 7146: 7141: 7136: 7130: 7128: 7115: 7114: 7112: 7111: 7100: 7095: 7090: 7085: 7080: 7075: 7070: 7065: 7060: 7055: 7050: 7043: 7038: 7033: 7028: 7023: 7018: 7011: 7006: 7001: 6996: 6991: 6986: 6981: 6976: 6971: 6965: 6963: 6955:propionic acid 6951: 6950: 6948: 6947: 6942: 6937: 6930: 6925: 6920: 6915: 6910: 6904: 6902: 6896: 6895: 6893: 6892: 6887: 6882: 6877: 6872: 6867: 6862: 6857: 6852: 6847: 6842: 6837: 6832: 6827: 6822: 6820:Fenclozic acid 6817: 6812: 6807: 6802: 6795: 6790: 6785: 6780: 6775: 6770: 6765: 6760: 6754: 6752: 6743: 6742: 6740: 6739: 6734: 6729: 6724: 6719: 6714: 6709: 6704: 6699: 6694: 6689: 6684: 6679: 6674: 6669: 6661: 6659: 6653: 6652: 6650: 6649: 6644: 6642:Sulfinpyrazone 6639: 6637:Propyphenazone 6634: 6631:Phenylbutazone 6627: 6622: 6617: 6612: 6607: 6602: 6597: 6592: 6587: 6582: 6577: 6572: 6567: 6562: 6560:Aminophenazone 6556: 6554: 6543: 6542: 6522: 6521: 6514: 6507: 6499: 6490: 6489: 6486: 6485: 6484: 6483: 6480: 6469: 6463: 6457: 6456: 6453: 6452: 6449: 6448: 6446: 6445: 6440: 6435: 6430: 6425: 6420: 6415: 6410: 6405: 6400: 6395: 6390: 6385: 6380: 6375: 6370: 6365: 6359: 6348: 6343: 6338: 6333: 6328: 6323: 6318: 6313: 6308: 6303: 6298: 6293: 6288: 6283: 6278: 6273: 6268: 6263: 6258: 6253: 6248: 6243: 6238: 6233: 6228: 6223: 6218: 6213: 6208: 6203: 6198: 6193: 6188: 6172: 6167: 6162: 6156: 6154: 6150: 6149: 6147: 6146: 6134: 6122: 6109: 6107: 6101: 6100: 6098: 6097: 6091: 6086: 6081: 6076: 6064: 6058: 6053: 6048: 6043: 6032: 6026: 6021: 6013: 6006:PARP inhibitor 6002: 5990: 5978: 5966: 5965: 5964: 5959: 5954: 5949: 5937: 5931: 5926: 5921: 5916: 5902: 5889: 5887: 5878: 5874: 5873: 5871: 5870: 5864: 5859: 5854: 5843: 5838: 5833: 5828: 5822: 5820: 5810: 5809: 5806: 5805: 5802: 5801: 5799: 5798: 5792: 5787: 5782: 5772: 5770: 5764: 5763: 5761: 5760: 5754: 5749: 5738: 5733: 5728: 5723: 5711: 5705: 5703: 5697: 5696: 5694: 5693: 5688: 5683: 5678: 5673: 5668: 5662: 5660: 5658:Platinum-based 5654: 5653: 5651: 5650: 5645: 5640: 5635: 5623: 5622: 5616: 5600: 5599: 5594: 5589: 5584: 5574: 5569: 5557: 5556: 5551: 5546: 5536: 5531: 5525: 5516: 5511: 5499: 5497: 5488: 5476: 5475: 5472: 5471: 5469: 5468: 5463: 5458: 5453: 5448: 5442: 5437: 5426: 5420: 5415: 5410: 5405: 5400: 5395: 5385: 5380: 5373:Anthracyclines 5368: 5366: 5356: 5355: 5353: 5352: 5346: 5334: 5332: 5326: 5325: 5323: 5322: 5316: 5311: 5306: 5301: 5296: 5291: 5286: 5281: 5276: 5271: 5259: 5257: 5248: 5236: 5235: 5232: 5231: 5229: 5228: 5215: 5213: 5207: 5206: 5204: 5203: 5197: 5185: 5184: 5171: 5170: 5154: 5153: 5143: 5138: 5133: 5128: 5123: 5111: 5109: 5103: 5102: 5100: 5099: 5093: 5091:Mercaptopurine 5082: 5077: 5072: 5066: 5061: 5045: 5044: 5031: 5029: 5023: 5022: 5020: 5019: 5013: 5002: 4996: 4991: 4986: 4974: 4972: 4963: 4946: 4938: 4937: 4934: 4933: 4931: 4930: 4918: 4912: 4907: 4902: 4897: 4892: 4880: 4878: 4874: 4873: 4871: 4870: 4864: 4859: 4854: 4849: 4837: 4835: 4824: 4808: 4807: 4793:Intracellular 4790: 4789: 4782: 4775: 4767: 4761: 4760: 4744: 4726: 4725:External links 4723: 4721: 4720: 4691: 4663: 4661: 4658: 4655: 4654: 4613: 4586:(2): 197–208. 4570: 4526: 4495: 4444: 4415:(11): 1465–8. 4395: 4354: 4305: 4284:(10): 883–90. 4264: 4223: 4182: 4131: 4087: 4044: 4001: 3958: 3911: 3885: 3860: 3838: 3827:on 31 May 2014 3804: 3771: 3745: 3730:. 4 May 2020. 3715: 3693: 3658: 3625: 3591: 3560: 3514: 3480: 3467: 3436: 3421: 3392: 3379: 3364:. 1 May 2012. 3343: 3310: 3279: 3246: 3214: 3183: 3164:(12): 1541–4. 3145: 3126:(9): 1347–65. 3104: 3061: 3020: 3013: 2995: 2946: 2903: 2896: 2875: 2821: 2792:(3): 205–213. 2772: 2723: 2694: 2659: 2618: 2577: 2534: 2487: 2446: 2397: 2370: 2329: 2278: 2229: 2204: 2174: 2167: 2150: 2131: 2111: 2077: 2045: 1999: 1943: 1886: 1834: 1787: 1757: 1723: 1694: 1679:. 4 May 2020. 1660: 1659: 1657: 1654: 1610: 1607: 1593: 1590: 1581: 1578: 1569: 1566: 1549: 1546: 1544: 1541: 1521: 1518: 1477: 1474: 1472: 1469: 1465:Public Citizen 1336: 1333: 1323: 1319: 1286: 1283: 1271: 1268: 1264:stomach ulcers 1243:cyclooxygenase 1234: 1231: 1229: 1226: 1193: 1190: 1154: 1151: 1129: 1126: 1109: 1108: 1093: 1085: 1070: 1067: 1058: 1055: 1001:osteoarthritis 996: 993: 958:kidney failure 936:, nausea, and 934:abdominal pain 925:. It is taken 891:osteoarthritis 862: 861: 850: 849: 847: 846: 843: 841: 838: 830: 829: 828: 825: 824: 822: 821: 818: 810: 809: 808: 805: 804: 802: 801: 793: 791: 783: 782: 776: 770: 769: 763: 757: 751: 745: 739: 734: 728: 727: 723: 722: 712: 704: 703: 701: 700: 687: 685: 672: 671: 669: 668: 652: 650: 644: 643: 641: 640: 632: 630: 624: 623: 621: 620: 612: 610: 604: 603: 601: 600: 592: 590: 584: 583: 581: 580: 572: 570: 564: 563: 561: 560: 552: 550: 544: 543: 541: 540: 532: 530: 524: 523: 521: 520: 512: 510: 504: 503: 501: 500: 492: 490: 479: 478: 476: 475: 467: 465: 459: 458: 456: 455: 452: 444: 443: 442: 439: 438: 434: 433: 430: 424: 423: 420: 411: 410: 405:Liver (mainly 403: 397: 396: 389: 383: 382: 379: 373: 372: 365: 364: 362: 361: 358: 343: 330: 322: 311: 298: 284: 282: 276: 275: 271: 270: 268: 267: 244: 242: 236: 235: 230: 224: 223: 218: 216:administration 210: 209: 207: 206: 204: 194: 192: 184: 183: 181: 180: 162: 160: 154: 153: 146: 140: 139: 132: 122: 121: 118: 112: 111: 53: 49: 48: 44: 43: 35: 34: 15: 9: 6: 4: 3: 2: 11575: 11564: 11561: 11559: 11556: 11554: 11551: 11549: 11546: 11544: 11541: 11539: 11536: 11534: 11531: 11529: 11526: 11524: 11521: 11520: 11518: 11508: 11498: 11497: 11494: 11481: 11480: 11476: 11474: 11473: 11469: 11466: 11465: 11462: 11456: 11450: 11448: 11442: 11440: 11437: 11435: 11432: 11430: 11427: 11425: 11422: 11420: 11419:Linoleic acid 11417: 11414: 11413: 11411: 11407: 11397: 11394: 11392: 11389: 11387: 11384: 11382: 11379: 11377: 11374: 11372: 11369: 11367: 11364: 11362: 11359: 11357: 11354: 11352: 11349: 11347: 11344: 11342: 11339: 11337: 11334: 11332: 11329: 11327: 11324: 11322: 11319: 11318: 11316: 11311: 11305: 11301: 11297: 11292: 11282: 11278: 11274: 11269: 11263: 11259: 11255: 11250: 11244: 11237: 11233: 11229: 11225: 11222: 11220: 11217: 11216: 11214: 11209: 11199: 11193: 11190: 11188: 11185: 11183: 11180: 11178: 11175: 11173: 11170: 11168: 11165: 11163: 11160: 11158: 11155: 11153: 11150: 11148: 11145: 11143: 11140: 11138: 11135: 11133: 11130: 11128: 11125: 11123: 11120: 11118: 11115: 11113: 11110: 11108: 11101: 11099: 11096: 11094: 11091: 11089: 11086: 11084: 11081: 11079: 11076: 11074: 11071: 11069: 11066: 11064: 11061: 11059: 11056: 11054: 11051: 11049: 11046: 11044: 11041: 11039: 11036: 11032: 11029: 11027: 11024: 11022: 11019: 11017: 11014: 11012: 11009: 11007: 11004: 11002: 10999: 10997: 10994: 10992: 10989: 10987: 10984: 10982: 10979: 10977: 10974: 10972: 10969: 10967: 10964: 10960: 10957: 10955: 10952: 10950: 10947: 10945: 10942: 10940: 10937: 10935: 10932: 10930: 10927: 10923: 10920: 10918: 10915: 10911: 10908: 10906: 10903: 10901: 10898: 10894: 10891: 10889: 10888:Fluproquazone 10886: 10885:Quinazolines: 10882: 10879: 10877: 10874: 10872: 10869: 10865: 10862: 10860: 10857: 10855: 10852: 10850: 10847: 10845: 10842: 10840: 10837: 10835: 10832: 10830: 10827: 10823: 10820: 10818: 10815: 10813: 10810: 10808: 10805: 10803: 10800: 10796: 10793: 10791: 10788: 10786: 10783: 10781: 10778: 10776: 10773: 10771: 10768: 10766: 10763: 10761: 10758: 10756: 10753: 10749: 10746: 10744: 10741: 10739: 10736: 10734: 10731: 10729: 10726: 10724: 10721: 10719: 10716: 10714: 10711: 10709: 10706: 10704: 10701: 10699: 10696: 10694: 10691: 10689: 10686: 10684: 10681: 10679: 10676: 10674: 10671: 10669: 10666: 10664: 10663:Flunoxaprofen 10661: 10659: 10656: 10654: 10651: 10649: 10648:Dexketoprofen 10646: 10644: 10643:Dexindoprofen 10641: 10639: 10636: 10634: 10631: 10629: 10626: 10624: 10621: 10619: 10616: 10614: 10611: 10607: 10604: 10602: 10599: 10597: 10594: 10592: 10589: 10587: 10584: 10582: 10581:Proglumetacin 10579: 10577: 10574: 10572: 10569: 10567: 10564: 10562: 10559: 10557: 10554: 10552: 10549: 10547: 10544: 10542: 10539: 10537: 10534: 10532: 10529: 10527: 10524: 10522: 10519: 10517: 10514: 10512: 10511:Difenpiramide 10509: 10507: 10504: 10502: 10499: 10497: 10494: 10492: 10489: 10487: 10484: 10482: 10479: 10477: 10474: 10472: 10469: 10467: 10464: 10462: 10459: 10457: 10454: 10452: 10449: 10448:Acetic acids: 10445: 10442: 10440: 10437: 10435: 10432: 10430: 10427: 10425: 10422: 10420: 10417: 10415: 10412: 10410: 10407: 10405: 10402: 10400: 10397: 10395: 10392: 10390: 10387: 10385: 10382: 10380: 10377: 10375: 10372: 10370: 10367: 10365: 10362: 10360: 10357: 10354: 10353: 10351: 10349: 10337: 10334: 10330: 10324: 10320: 10310: 10307: 10305: 10302: 10300: 10297: 10295: 10292: 10290: 10287: 10285: 10282: 10280: 10277: 10275: 10272: 10270: 10267: 10265: 10262: 10260: 10257: 10255: 10252: 10250: 10247: 10245: 10242: 10240: 10237: 10235: 10232: 10230: 10227: 10225: 10222: 10220: 10217: 10215: 10212: 10210: 10207: 10205: 10202: 10200: 10197: 10195: 10192: 10190: 10187: 10185: 10182: 10180: 10179:Fenprostalene 10177: 10175: 10172: 10170: 10167: 10165: 10162: 10160: 10157: 10155: 10152: 10150: 10147: 10145: 10142: 10140: 10137: 10135: 10132: 10130: 10129:Delprostenate 10127: 10125: 10122: 10120: 10117: 10115: 10112: 10110: 10107: 10105: 10102: 10101: 10099: 10095: 10089: 10086: 10084: 10081: 10079: 10076: 10074: 10071: 10069: 10066: 10064: 10061: 10059: 10056: 10054: 10051: 10049: 10046: 10044: 10041: 10039: 10036: 10034: 10028: 10026: 10023: 10021: 10018: 10016: 10013: 10011: 10008: 10006: 10003: 10001: 9998: 9996: 9993: 9991: 9988: 9986: 9983: 9981: 9978: 9976: 9973: 9971: 9968: 9966: 9963: 9961: 9958: 9956: 9953: 9951: 9948: 9946: 9943: 9941: 9938: 9936: 9933: 9931: 9928: 9926: 9923: 9920: 9919: 9916: 9913: 9911: 9908: 9906: 9902:Thromboxane A 9900: 9898: 9895: 9893: 9887: 9884: 9883: 9881: 9876: 9866: 9860: 9857: 9854: 9853: 9850: 9847: 9845: 9842: 9840: 9837: 9835: 9832: 9830: 9827: 9825: 9824:(alprostadil) 9818: 9816: 9809: 9807: 9804: 9802: 9799: 9797: 9794: 9792: 9789: 9787: 9784: 9782: 9779: 9777: 9774: 9772: 9769: 9767: 9764: 9762: 9759: 9756: 9755: 9753: 9748: 9738: 9732: 9729: 9727: 9724: 9722: 9719: 9717: 9714: 9712: 9705: 9703: 9697: 9695: 9692: 9690: 9687: 9685: 9682: 9680: 9677: 9675: 9672: 9670: 9667: 9665: 9662: 9659: 9658: 9656: 9651: 9641: 9631: 9628: 9626: 9623: 9621: 9614: 9612: 9609: 9607: 9604: 9602: 9599: 9597: 9594: 9592: 9589: 9587: 9584: 9582: 9576: 9573: 9572: 9570: 9566: 9560: 9557: 9555: 9552: 9550: 9547: 9545: 9542: 9539: 9538: 9535: 9532: 9530: 9523: 9521: 9520:(alprostadil) 9514: 9512: 9509: 9507: 9504: 9501: 9500: 9498: 9493: 9484: 9478: 9475: 9472: 9471: 9468: 9465: 9463: 9460: 9458: 9455: 9453: 9446: 9444: 9443:(alprostadil) 9437: 9435: 9429: 9427: 9424: 9422: 9419: 9417: 9414: 9412: 9409: 9407: 9404: 9402: 9399: 9397: 9394: 9392: 9389: 9386: 9385: 9383: 9378: 9369: 9363: 9360: 9358: 9355: 9353: 9350: 9347: 9346: 9343: 9340: 9338: 9331: 9329: 9328:(alprostadil) 9322: 9320: 9317: 9315: 9312: 9309: 9308: 9306: 9301: 9292: 9286: 9283: 9281: 9278: 9276: 9273: 9271: 9268: 9266: 9263: 9260: 9259: 9256: 9253: 9251: 9244: 9242: 9241:(alprostadil) 9235: 9233: 9230: 9228: 9225: 9223: 9220: 9218: 9215: 9213: 9210: 9208: 9205: 9202: 9201: 9199: 9194: 9185: 9182: 9177: 9167: 9157: 9154: 9152: 9149: 9147: 9144: 9142: 9139: 9137: 9134: 9132: 9129: 9127: 9124: 9122: 9119: 9117: 9114: 9112: 9109: 9107: 9104: 9102: 9099: 9096: 9095: 9092: 9086: 9084: 9081: 9078: 9077: 9075: 9070: 9061: 9055: 9052: 9050: 9047: 9045: 9042: 9039: 9038: 9035: 9032: 9030: 9024: 9021: 9020: 9018: 9013: 9004: 9001: 8996: 8986: 8983: 8979: 8973: 8969: 8965: 8962: 8959: 8952: 8947: 8945: 8940: 8938: 8933: 8932: 8929: 8913: 8911: 8908: 8907: 8905: 8902: 8899: 8896: 8894: 8891: 8890: 8886: 8880: 8877: 8875: 8872: 8870: 8867: 8865: 8862: 8860: 8857: 8855: 8852: 8850: 8847: 8845: 8842: 8840: 8837: 8835: 8832: 8830: 8827: 8825: 8822: 8820: 8817: 8815: 8812: 8811: 8809: 8805: 8799: 8796: 8794: 8793:Methocarbamol 8791: 8789: 8788:Mephenoxalone 8786: 8784: 8781: 8779: 8778:Chlorzoxazone 8776: 8774: 8771: 8770: 8768: 8766: 8762: 8752: 8749: 8748: 8746: 8744: 8740: 8734: 8731: 8729: 8726: 8724: 8721: 8714: 8713: 8709: 8708:amitriptyline 8705: 8702: 8700: 8697: 8695: 8692: 8689: 8685: 8681: 8678: 8676: 8673: 8671: 8670:Carbamazepine 8668: 8667: 8665: 8663: 8659: 8653: 8650: 8648: 8645: 8643: 8640: 8638: 8635: 8633: 8630: 8628: 8625: 8623: 8620: 8619: 8617: 8615: 8611: 8608: 8606: 8600: 8594: 8591: 8589: 8586: 8584: 8581: 8579: 8576: 8574: 8571: 8570: 8568: 8566: 8562: 8552: 8549: 8547: 8544: 8542: 8539: 8537: 8534: 8532: 8529: 8527: 8524: 8523: 8521: 8517: 8510: 8503: 8500: 8498: 8495: 8493: 8490: 8488: 8485: 8483: 8480: 8478: 8475: 8474: 8472: 8470: 8466: 8459: 8452: 8449: 8447: 8444: 8442: 8439: 8437: 8434: 8432: 8429: 8427: 8424: 8422: 8419: 8417: 8414: 8412: 8409: 8407: 8404: 8402: 8399: 8397: 8394: 8392: 8389: 8387: 8384: 8382: 8379: 8377: 8374: 8372: 8369: 8366: 8362: 8359: 8358: 8356: 8354: 8350: 8344: 8341: 8339: 8336: 8334: 8331: 8329: 8326: 8325: 8323: 8321: 8317: 8311: 8308: 8306: 8303: 8301: 8298: 8296: 8293: 8291: 8288: 8285: 8278: 8275: 8274: 8272: 8270: 8266: 8260: 8257: 8255: 8252: 8250: 8247: 8245: 8242: 8239: 8232: 8229: 8227: 8224: 8222: 8219: 8217: 8214: 8212: 8209: 8208: 8206: 8202: 8196: 8193: 8191: 8188: 8186: 8183: 8181: 8178: 8176: 8173: 8172: 8170: 8166: 8160: 8157: 8155: 8152: 8150: 8147: 8145: 8142: 8140: 8137: 8135: 8132: 8129: 8128:Dexketoprofen 8122: 8119: 8116: 8108: 8101: 8098: 8096: 8093: 8091: 8088: 8086: 8083: 8082: 8080: 8076: 8073: 8071: 8067: 8061: 8058: 8056: 8053: 8051: 8048: 8044: 8041: 8039: 8036: 8034: 8031: 8029: 8026: 8024: 8021: 8019: 8016: 8014: 8011: 8009: 8006: 8005: 8004: 8001: 7999: 7996: 7994: 7991: 7989: 7986: 7985: 7983: 7980: 7976: 7966: 7963: 7960: 7956: 7949: 7946: 7944: 7941: 7939: 7936: 7934: 7931: 7929: 7926: 7924: 7921: 7919: 7916: 7914: 7911: 7909: 7906: 7904: 7903:Phenoperidine 7901: 7899: 7896: 7894: 7891: 7889: 7886: 7884: 7881: 7879: 7876: 7874: 7871: 7869: 7866: 7864: 7861: 7859: 7856: 7854: 7851: 7849: 7846: 7843: 7839: 7836: 7834: 7833:Ethoheptazine 7831: 7829: 7826: 7824: 7821: 7819: 7816: 7814: 7811: 7809: 7806: 7804: 7801: 7799: 7796: 7794: 7791: 7789: 7786: 7784: 7781: 7780: 7778: 7774: 7768: 7765: 7763: 7760: 7758: 7755: 7752: 7748: 7744: 7740: 7736: 7729: 7726: 7724: 7721: 7719: 7716: 7714: 7711: 7709: 7706: 7704: 7701: 7699: 7696: 7694: 7693:Hydromorphone 7691: 7689: 7686: 7683: 7679: 7675: 7668: 7665: 7663: 7662:Ethylmorphine 7660: 7658: 7655: 7653: 7650: 7647: 7640: 7637: 7635: 7632: 7630: 7627: 7625: 7622: 7619: 7612: 7611:Buprenorphine 7609: 7607: 7604: 7602: 7599: 7598: 7596: 7594:Semisynthetic 7592: 7586: 7583: 7581: 7578: 7576: 7573: 7570: 7566: 7563: 7559: 7556: 7554: 7551: 7550: 7549: 7546: 7545: 7543: 7541: 7537: 7533: 7530: 7528: 7524: 7519: 7515: 7511: 7504: 7499: 7497: 7492: 7490: 7485: 7484: 7481: 7469: 7465: 7461: 7459: 7451: 7449: 7441: 7440: 7437: 7432: 7428: 7424: 7420: 7414: 7408: 7405: 7403: 7400: 7398: 7395: 7393: 7390: 7388: 7385: 7383: 7380: 7378: 7375: 7374: 7372: 7366: 7360: 7357: 7355: 7352: 7350: 7347: 7345: 7342: 7340: 7337: 7335: 7332: 7330: 7327: 7325: 7322: 7320: 7317: 7315: 7314:Fluproquazone 7312: 7310: 7307: 7305: 7302: 7300: 7297: 7295: 7292: 7291: 7289: 7285: 7279: 7276: 7274: 7271: 7269: 7266: 7264: 7261: 7259: 7256: 7254: 7251: 7249: 7246: 7244: 7241: 7239: 7236: 7234: 7231: 7228: 7224: 7223: 7219: 7217: 7214: 7213: 7211: 7207: 7203: 7197: 7194: 7192: 7191:Niflumic acid 7189: 7187: 7184: 7182: 7181: 7177: 7175: 7172: 7170: 7167: 7165: 7162: 7160: 7157: 7155: 7152: 7150: 7147: 7145: 7142: 7140: 7137: 7135: 7132: 7131: 7129: 7126: 7120: 7116: 7110: 7106: 7105: 7101: 7099: 7096: 7094: 7091: 7089: 7086: 7084: 7081: 7079: 7076: 7074: 7071: 7069: 7066: 7064: 7061: 7059: 7056: 7054: 7051: 7049: 7048: 7044: 7042: 7039: 7037: 7034: 7032: 7029: 7027: 7024: 7022: 7019: 7017: 7016: 7012: 7010: 7007: 7005: 7004:Flunoxaprofen 7002: 7000: 6997: 6995: 6992: 6990: 6989:Dexketoprofen 6987: 6985: 6982: 6980: 6977: 6975: 6972: 6970: 6967: 6966: 6964: 6961: 6958:derivatives ( 6956: 6952: 6946: 6943: 6941: 6938: 6936: 6935: 6931: 6929: 6926: 6924: 6921: 6919: 6916: 6914: 6911: 6909: 6906: 6905: 6903: 6901: 6897: 6891: 6888: 6886: 6883: 6881: 6878: 6876: 6873: 6871: 6870:Proglumetacin 6868: 6866: 6865:Prodolic acid 6863: 6861: 6858: 6856: 6853: 6851: 6848: 6846: 6843: 6841: 6838: 6836: 6833: 6831: 6828: 6826: 6823: 6821: 6818: 6816: 6813: 6811: 6808: 6806: 6805:Difenpiramide 6803: 6801: 6800: 6796: 6794: 6791: 6789: 6786: 6784: 6781: 6779: 6776: 6774: 6771: 6769: 6766: 6764: 6761: 6759: 6756: 6755: 6753: 6748: 6744: 6738: 6735: 6733: 6730: 6728: 6725: 6723: 6720: 6718: 6715: 6713: 6710: 6708: 6705: 6703: 6700: 6698: 6695: 6693: 6690: 6688: 6685: 6683: 6680: 6678: 6675: 6673: 6670: 6668: 6667: 6663: 6662: 6660: 6658: 6654: 6648: 6645: 6643: 6640: 6638: 6635: 6633: 6632: 6628: 6626: 6623: 6621: 6618: 6616: 6613: 6611: 6608: 6606: 6603: 6601: 6598: 6596: 6593: 6591: 6588: 6586: 6583: 6581: 6578: 6576: 6573: 6571: 6568: 6566: 6563: 6561: 6558: 6557: 6555: 6553: 6552:pyrazolidines 6548: 6544: 6539: 6535: 6531: 6527: 6520: 6515: 6513: 6508: 6506: 6501: 6500: 6497: 6481: 6479: 6476: 6475: 6473: 6470: 6467: 6464: 6462: 6459: 6458: 6454: 6444: 6441: 6439: 6436: 6434: 6431: 6429: 6426: 6424: 6421: 6419: 6416: 6414: 6411: 6409: 6406: 6404: 6401: 6399: 6396: 6394: 6391: 6389: 6386: 6384: 6381: 6379: 6376: 6374: 6371: 6369: 6366: 6363: 6360: 6358: 6354: 6353: 6349: 6347: 6346:Tabelecleucel 6344: 6342: 6339: 6337: 6334: 6332: 6329: 6327: 6324: 6322: 6319: 6317: 6314: 6312: 6309: 6307: 6306:Lurbinectedin 6304: 6302: 6299: 6297: 6294: 6292: 6289: 6287: 6284: 6282: 6279: 6277: 6274: 6272: 6269: 6267: 6264: 6262: 6259: 6257: 6254: 6252: 6249: 6247: 6244: 6242: 6239: 6237: 6234: 6232: 6229: 6227: 6224: 6222: 6219: 6217: 6214: 6212: 6209: 6207: 6204: 6202: 6199: 6197: 6194: 6192: 6189: 6186: 6182: 6178: 6177: 6173: 6171: 6168: 6166: 6163: 6161: 6158: 6157: 6155: 6151: 6144: 6140: 6139: 6135: 6132: 6128: 6127: 6123: 6120: 6116: 6115: 6111: 6110: 6108: 6106: 6102: 6095: 6092: 6090: 6087: 6085: 6082: 6080: 6077: 6075: 6071: 6069: 6065: 6062: 6059: 6057: 6054: 6052: 6049: 6047: 6044: 6042: 6038: 6037: 6033: 6030: 6027: 6025: 6022: 6020: 6017: 6014: 6012: 6008: 6007: 6003: 6000: 5996: 5995: 5991: 5988: 5984: 5983: 5979: 5976: 5972: 5971: 5967: 5963: 5960: 5958: 5955: 5953: 5950: 5948: 5945: 5944: 5943: 5942: 5938: 5935: 5932: 5930: 5927: 5925: 5922: 5920: 5917: 5915: 5911: 5910: 5907: 5903: 5900: 5896: 5895: 5891: 5890: 5888: 5886: 5882: 5879: 5875: 5868: 5865: 5863: 5860: 5858: 5855: 5853: 5849: 5848: 5844: 5842: 5839: 5837: 5834: 5832: 5829: 5827: 5824: 5823: 5821: 5819: 5815: 5811: 5796: 5793: 5791: 5788: 5786: 5783: 5781: 5777: 5774: 5773: 5771: 5769: 5768:Intercalation 5765: 5758: 5755: 5753: 5750: 5748: 5744: 5743: 5739: 5737: 5734: 5732: 5729: 5727: 5724: 5721: 5717: 5716: 5712: 5710: 5707: 5706: 5704: 5702: 5698: 5692: 5689: 5687: 5684: 5682: 5679: 5677: 5676:Dicycloplatin 5674: 5672: 5669: 5667: 5664: 5663: 5661: 5659: 5655: 5649: 5646: 5644: 5641: 5639: 5636: 5634: 5631: 5629: 5625: 5624: 5620: 5617: 5615: 5611: 5608: 5606: 5602: 5601: 5598: 5595: 5593: 5590: 5588: 5585: 5582: 5578: 5575: 5573: 5570: 5568: 5565: 5563: 5559: 5558: 5555: 5552: 5550: 5549:Prednimustine 5547: 5544: 5540: 5537: 5535: 5532: 5529: 5526: 5524: 5520: 5517: 5515: 5512: 5510: 5507: 5505: 5501: 5500: 5498: 5496: 5492: 5489: 5486: 5481: 5477: 5467: 5464: 5462: 5459: 5457: 5454: 5452: 5449: 5446: 5443: 5441: 5438: 5436: 5432: 5431: 5427: 5424: 5421: 5419: 5416: 5414: 5411: 5409: 5406: 5404: 5401: 5399: 5396: 5393: 5389: 5386: 5384: 5381: 5379: 5375: 5374: 5370: 5369: 5367: 5365: 5364:Intercalation 5361: 5357: 5350: 5347: 5345: 5341: 5340: 5336: 5335: 5333: 5331: 5327: 5320: 5317: 5315: 5312: 5310: 5307: 5305: 5302: 5300: 5297: 5295: 5292: 5290: 5287: 5285: 5282: 5280: 5277: 5275: 5272: 5270: 5266: 5265: 5261: 5260: 5258: 5256: 5252: 5249: 5246: 5241: 5237: 5226: 5222: 5221: 5217: 5216: 5214: 5212: 5208: 5201: 5198: 5196: 5192: 5191: 5187: 5186: 5182: 5178: 5177: 5173: 5172: 5168: 5167:+daunorubicin 5165: 5161: 5160: 5156: 5155: 5151: 5147: 5144: 5142: 5139: 5137: 5134: 5132: 5131:Doxifluridine 5129: 5127: 5124: 5122: 5118: 5117: 5113: 5112: 5110: 5108: 5104: 5097: 5094: 5092: 5088: 5087: 5083: 5081: 5080:Rabacfosadine 5078: 5076: 5073: 5070: 5067: 5065: 5062: 5060: 5056: 5055: 5051: 5047: 5046: 5042: 5038: 5037: 5033: 5032: 5030: 5028: 5024: 5017: 5014: 5012: 5008: 5007: 5003: 5000: 4997: 4995: 4992: 4990: 4987: 4985: 4981: 4980: 4976: 4975: 4973: 4971: 4967: 4964: 4961: 4956: 4950: 4947: 4943: 4939: 4928: 4924: 4923: 4919: 4916: 4913: 4911: 4908: 4906: 4903: 4901: 4898: 4896: 4893: 4891: 4887: 4886: 4882: 4881: 4879: 4875: 4868: 4865: 4863: 4860: 4858: 4855: 4853: 4850: 4848: 4844: 4843: 4839: 4838: 4836: 4833: 4828: 4825: 4822: 4817: 4813: 4809: 4804: 4800: 4796: 4788: 4783: 4781: 4776: 4774: 4769: 4768: 4765: 4757: 4755: 4749: 4745: 4741: 4739: 4733: 4729: 4728: 4717: 4713: 4709: 4705: 4701: 4697: 4692: 4688: 4684: 4680: 4676: 4675: 4670: 4665: 4664: 4650: 4646: 4641: 4636: 4632: 4628: 4624: 4617: 4609: 4605: 4601: 4597: 4593: 4589: 4585: 4581: 4574: 4566: 4562: 4557: 4552: 4548: 4544: 4540: 4533: 4531: 4522: 4518: 4514: 4510: 4506: 4499: 4491: 4487: 4482: 4477: 4472: 4467: 4463: 4459: 4455: 4448: 4440: 4436: 4431: 4426: 4422: 4418: 4414: 4410: 4406: 4399: 4391: 4387: 4382: 4377: 4373: 4369: 4365: 4358: 4350: 4346: 4341: 4336: 4332: 4328: 4324: 4320: 4316: 4309: 4301: 4297: 4292: 4287: 4283: 4279: 4275: 4268: 4260: 4256: 4251: 4246: 4243:(10): 891–9. 4242: 4238: 4234: 4227: 4219: 4215: 4210: 4205: 4202:(9): 873–84. 4201: 4197: 4193: 4186: 4178: 4174: 4169: 4164: 4160: 4156: 4153:(4): 507–17. 4152: 4148: 4147: 4142: 4135: 4127: 4123: 4119: 4115: 4111: 4107: 4104:(3): 163–79. 4103: 4099: 4091: 4083: 4079: 4075: 4071: 4067: 4063: 4059: 4055: 4048: 4040: 4036: 4032: 4028: 4024: 4020: 4016: 4012: 4005: 3997: 3993: 3989: 3985: 3981: 3977: 3973: 3969: 3962: 3954: 3950: 3946: 3942: 3938: 3934: 3930: 3926: 3918: 3916: 3899: 3895: 3889: 3874: 3870: 3864: 3848: 3842: 3826: 3822: 3820: 3814: 3808: 3792: 3788: 3787: 3782: 3775: 3759: 3755: 3749: 3733: 3729: 3725: 3719: 3711: 3707: 3705: 3697: 3681: 3677: 3676: 3670: 3662: 3646: 3642: 3641: 3636: 3629: 3613: 3609: 3605: 3598: 3596: 3579: 3575: 3571: 3564: 3548: 3544: 3543: 3538: 3531: 3529: 3527: 3525: 3523: 3521: 3519: 3502: 3498: 3496: 3490: 3484: 3477: 3471: 3455: 3451: 3445: 3443: 3441: 3434: 3428: 3426: 3409: 3405: 3399: 3397: 3389: 3383: 3367: 3363: 3359: 3358: 3353: 3347: 3331: 3327: 3326: 3321: 3314: 3298: 3294: 3290: 3283: 3267: 3263: 3262: 3261:The Scientist 3257: 3250: 3239: 3235: 3231: 3230:Chemical Bond 3224: 3218: 3202: 3198: 3194: 3187: 3179: 3175: 3171: 3167: 3163: 3159: 3152: 3150: 3141: 3137: 3133: 3129: 3125: 3121: 3113: 3111: 3109: 3100: 3096: 3092: 3088: 3084: 3080: 3076: 3072: 3065: 3057: 3053: 3048: 3043: 3039: 3035: 3031: 3024: 3016: 3010: 3006: 2999: 2991: 2987: 2982: 2977: 2973: 2969: 2965: 2961: 2957: 2950: 2942: 2938: 2934: 2930: 2926: 2922: 2919:(3): 233–52. 2918: 2914: 2907: 2899: 2897:9780071451536 2893: 2889: 2882: 2880: 2871: 2867: 2862: 2857: 2852: 2847: 2843: 2839: 2835: 2828: 2826: 2817: 2813: 2809: 2805: 2800: 2795: 2791: 2787: 2783: 2776: 2768: 2764: 2760: 2756: 2751: 2746: 2743:(6): 565–76. 2742: 2738: 2734: 2727: 2716: 2712: 2705: 2698: 2690: 2686: 2682: 2678: 2674: 2670: 2663: 2655: 2651: 2646: 2641: 2638:(3): 157–64. 2637: 2633: 2629: 2622: 2614: 2610: 2605: 2600: 2596: 2592: 2588: 2581: 2574: 2573:public domain 2555: 2551: 2547: 2541: 2539: 2531: 2530:public domain 2512: 2508: 2506: 2500: 2494: 2492: 2483: 2479: 2474: 2469: 2465: 2461: 2457: 2450: 2442: 2438: 2433: 2428: 2424: 2420: 2416: 2412: 2408: 2401: 2393: 2389: 2385: 2381: 2374: 2366: 2362: 2357: 2352: 2348: 2344: 2340: 2333: 2325: 2321: 2316: 2311: 2306: 2301: 2298:(1): 135–40. 2297: 2293: 2289: 2282: 2274: 2270: 2265: 2260: 2256: 2252: 2248: 2244: 2240: 2233: 2218: 2214: 2208: 2192: 2188: 2184: 2178: 2170: 2168:9780857113382 2164: 2160: 2154: 2138: 2134: 2132:9783527607495 2128: 2124: 2123: 2115: 2099: 2095: 2091: 2084: 2082: 2065: 2061: 2060: 2055: 2049: 2041: 2037: 2032: 2027: 2023: 2019: 2015: 2008: 2006: 2004: 1995: 1991: 1986: 1981: 1977: 1973: 1969: 1965: 1961: 1954: 1952: 1950: 1948: 1931: 1927: 1923: 1917: 1915: 1913: 1911: 1909: 1907: 1905: 1903: 1901: 1899: 1897: 1895: 1893: 1891: 1882: 1878: 1874: 1870: 1866: 1862: 1858: 1854: 1847: 1845: 1843: 1841: 1839: 1822: 1818: 1814: 1808: 1806: 1804: 1802: 1800: 1798: 1796: 1794: 1792: 1775: 1771: 1767: 1761: 1745: 1741: 1737: 1733: 1727: 1712: 1708: 1704: 1698: 1682: 1678: 1674: 1668: 1666: 1661: 1653: 1651: 1646: 1642: 1638: 1633: 1631: 1630:Karen Seibert 1627: 1626: 1621: 1615: 1606: 1603: 1599: 1589: 1587: 1577: 1575: 1565: 1563: 1562:schizophrenia 1559: 1555: 1540: 1538: 1533: 1531: 1525: 1517: 1514: 1510: 1506: 1502: 1497: 1495: 1491: 1486: 1482: 1468: 1466: 1447: 1444: 1438: 1435: 1431: 1427: 1422: 1418: 1414: 1410: 1406: 1402: 1397: 1395: 1391: 1387: 1383: 1379: 1374: 1372: 1368: 1364: 1360: 1356: 1352: 1348: 1342: 1332: 1328: 1312: 1305: 1298: 1291: 1282: 1280: 1275: 1267: 1265: 1261: 1257: 1253: 1248: 1244: 1240: 1225: 1223: 1219: 1215: 1211: 1207: 1203: 1199: 1189: 1187: 1183: 1182:meta-analysis 1178: 1177: 1171: 1168: 1164: 1159: 1150: 1148: 1144: 1140: 1135: 1125: 1122: 1118: 1113: 1106: 1102: 1098: 1094: 1091: 1086: 1082: 1078: 1073: 1072: 1066: 1064: 1054: 1051: 1049: 1045: 1040: 1038: 1034: 1030: 1026: 1022: 1018: 1014: 1010: 1006: 1002: 992: 986: 981: 979: 978:breastfeeding 975: 971: 967: 963: 959: 955: 951: 947: 943: 942:heart attacks 939: 935: 930: 928: 924: 920: 916: 912: 908: 904: 900: 896: 892: 888: 884: 880: 876: 872: 868: 858: 851: 842: 837: 836: 833: 826: 817: 816: 813: 806: 799: 795: 794: 792: 789: 784: 777: 775: 771: 735: 733: 729: 724: 720: 716: 713: 711: 709:ECHA InfoCard 705: 697: 693: 692:DTXSID0022777 689: 688: 686: 677: 673: 665: 664:RCSB PDB 659: 654: 653: 651: 649: 645: 638: 634: 633: 631: 629: 625: 618: 614: 613: 611: 609: 605: 598: 594: 593: 591: 589: 585: 578: 574: 573: 571: 569: 565: 558: 554: 553: 551: 549: 545: 538: 534: 533: 531: 529: 525: 518: 514: 513: 511: 509: 505: 498: 494: 493: 491: 484: 480: 473: 469: 468: 466: 464: 460: 451: 450: 447: 440: 435: 431: 429: 425: 421: 419: 412: 408: 404: 402: 398: 394: 393:serum albumin 390: 388: 384: 380: 378: 374: 370: 366: 359: 356: 344: 341: 331: 323: 321: 312: 309: 299: 296: 286: 285: 283: 281: 277: 272: 264: 259: 254: 249: 246: 245: 243: 241: 237: 234: 231: 229: 225: 222: 219: 217: 211: 205: 196: 195: 193: 191: 185: 178: 173: 164: 163: 161: 159: 155: 151: 147: 145: 141: 137: 133: 131: 127: 123: 119: 117: 113: 109: 108: 95: 54: 52:Pronunciation 50: 47:Clinical data 45: 41: 36: 32: 27: 19: 11553:Sulfonamides 11477: 11470: 11415: 11034: 10970: 10962: 10959:Propacetamol 10949:Parapropamol 10925: 10913: 10896: 10884: 10876:Floctafenine 10867: 10825: 10802:Azapropazone 10799:Pyrazolones: 10798: 10751: 10733:Tarenflurbil 10668:Flurbiprofen 10638:Dexibuprofen 10618:Benoxaprofen 10613:Alminoprofen 10609: 10536:Glucametacin 10447: 10424:Salicylamide 10414:Salacetamide 10355: 10304:Trimoprostil 10299:Tiprostanide 10284:Spiriprostil 10219:Naxaprostene 10169:Esuberaprost 10124:Cobiprostone 9922:Antagonists: 9921: 9885: 9856:Antagonists: 9855: 9849:Treprostinil 9757: 9689:Fluprostenol 9679:Cloprostenol 9660: 9574: 9541:Antagonists: 9540: 9506:Lubiprostone 9502: 9474:Antagonists: 9473: 9387: 9349:Antagonists: 9348: 9342:Treprostinil 9310: 9262:Antagonists: 9261: 9227:Lubiprostone 9203: 9098:Antagonists: 9097: 9079: 9041:Antagonists: 9040: 9034:Treprostinil 9022: 8798:Orphenadrine 8773:Carisoprodol 8765:Myorelaxants 8715: 8565:Cannabinoids 8531:Floctafenine 8436:Salicylamide 8276: 8115:+paracetamol 8107:Dexibuprofen 8095:Flurbiprofen 8085:Benoxaprofen 8060:Propacetamol 8050:Parapropamol 8018:+hydrocodone 7959:+paracetamol 7928:Remifentanil 7918:Proheptazine 7848:Ketobemidone 7788:Alphaprodine 7735:+paracetamol 7723:Nicomorphine 7718:Nicodicodine 7674:+paracetamol 7646:+paracetamol 7629:Desomorphine 7558:+paracetamol 7418: 7370:combinations 7221: 7220: 7186:Morniflumate 7178: 7149:Floctafenine 7134:Azapropazone 7118: 7102: 7078:Tarenflurbil 7063:Piketoprofen 7058:Pelubiprofen 7045: 7013: 7009:Flurbiprofen 6984:Dexibuprofen 6974:Benoxaprofen 6969:Alminoprofen 6932: 6797: 6727:Salicylamide 6664: 6629: 6605:Mofebutazone 6585:Famprofazone 6580:Difenamizole 6570:Azapropazone 6393:Tazemetostat 6357:Alitretinoin 6350: 6261:Estramustine 6241:Elsamitrucin 6231:Eflornithine 6210: 6185:Pegaspargase 6181:Asparaginase 6174: 6143:Testolactone 6136: 6124: 6112: 6066: 6051:Panobinostat 6034: 6004: 5992: 5980: 5968: 5939: 5904: 5892: 5845: 5841:Padeliporfin 5780:Dactinomycin 5776:Streptomyces 5757:Temozolomide 5752:Mitozolomide 5740: 5731:Mitobronitol 5720:Procarbazine 5713: 5701:Nonclassical 5626: 5603: 5597:Streptozocin 5562:Nitrosoureas 5560: 5534:Chlorambucil 5528:Trofosfamide 5514:Chlormethine 5509:Bendamustine 5502: 5440:Mitoxantrone 5435:Losoxantrone 5428: 5388:Daunorubicin 5371: 5337: 5274:Camptothecin 5262: 5218: 5188: 5174: 5157: 5141:Fluorouracil 5121:Capecitabine 5114: 5084: 5048: 5034: 5004: 4999:Pralatrexate 4989:Methotrexate 4977: 4920: 4883: 4840: 4751: 4735: 4699: 4695: 4673: 4630: 4626: 4616: 4583: 4579: 4573: 4546: 4542: 4512: 4508: 4498: 4461: 4457: 4447: 4412: 4408: 4398: 4374:(6): 431–6. 4371: 4367: 4357: 4325:(5): 672–4. 4322: 4318: 4308: 4281: 4277: 4267: 4240: 4236: 4226: 4199: 4195: 4185: 4150: 4144: 4134: 4101: 4097: 4090: 4057: 4053: 4047: 4014: 4010: 4004: 3971: 3967: 3961: 3928: 3924: 3902:. 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Retrieved 2502: 2463: 2459: 2449: 2414: 2410: 2400: 2383: 2379: 2373: 2346: 2342: 2332: 2295: 2292:Rheumatology 2291: 2281: 2246: 2242: 2232: 2220:. Retrieved 2216: 2207: 2195:. Retrieved 2186: 2177: 2158: 2153: 2141:. Retrieved 2121: 2114: 2102:. Retrieved 2068:. Retrieved 2057: 2048: 2021: 2017: 1967: 1963: 1934:. Retrieved 1925: 1856: 1852: 1825:. Retrieved 1816: 1778:. Retrieved 1769: 1760: 1748:. Retrieved 1726: 1714:. Retrieved 1706: 1697: 1685:. Retrieved 1676: 1645:cell culture 1634: 1623: 1616: 1612: 1595: 1583: 1571: 1551: 1534: 1526: 1523: 1498: 1479: 1448: 1439: 1429: 1398: 1393: 1375: 1365:division of 1344: 1329: 1316: 1276: 1273: 1256:inflammation 1236: 1195: 1174: 1172: 1160: 1156: 1131: 1114: 1110: 1081:hypertension 1077:hypertension 1060: 1052: 1041: 1021:menstruation 998: 995:Medical uses 982: 931: 887:inflammation 870: 866: 865: 854:   415:Elimination 280:Legal status 274:Legal status 158:License data 18: 11416:Precursors: 11356:Nicogrelate 11336:Furegrelate 11277:Bimatoprost 11187:Trifenagrel 11177:Tiflamizole 11147:Rutecarpine 11132:Resveratrol 11073:Glimepiride 11038:Anitrazafen 11016:Robenacoxib 10996:Lumiracoxib 10929:Acetanilide 10871:Antrafenine 10829:Ampiroxicam 10723:Pranoprofen 10708:Naproxcinod 10601:Zidometacin 10526:Fenclofenac 10451:Aceclofenac 10389:Ethenzamide 10384:Dipyrocetyl 10279:Rosaprostol 10259:Posaraprost 10244:Penprostene 10234:Ornoprostil 10214:Mexiprostil 10209:Meteneprost 10164:Eptaloprost 10139:Dimoxaprost 10104:Arbaprostil 10058:Seratrodast 9950:BMS-180,291 9781:Carbacyclin 9731:Unoprostone 9711:(dinoprost) 9694:Latanoprost 9669:Bimatoprost 9664:Alfaprostol 9620:(dinoprost) 9559:ONO-AE3-208 9511:Misoprostol 9467:Sulprostone 9457:Remiprostol 9426:Misoprostol 9421:Latanoprost 9396:Carbacyclin 9357:PF-04418948 9319:Misoprostol 9255:Sulprostone 9232:Misoprostol 9222:Latanoprost 9156:Vidupiprant 9146:Timapiprant 9141:Setipiprant 9116:Fevipiprant 9083:Indometacin 9054:Vidupiprant 9049:Laropiprant 8900:from market 8844:Frunevetmab 8824:Bedinvetmab 8733:PF-05089771 8642:Mirogabalin 8603:Ion channel 8573:Cannabidiol 8526:Benzydamine 8469:Pyrazolones 8451:Wintergreen 8401:Ethenzamide 8396:Dipyrocetyl 8353:Salicylates 8295:Lumiracoxib 8231:Indometacin 8159:Zaltoprofen 8078:Propionates 7988:Acetanilide 7979:Paracetamol 7913:Piritramide 7898:Phenazocine 7893:Phenadoxone 7883:Pentazocine 7878:Oliceridine 7873:Norpipanone 7842:+fluanisone 7823:Dimenoxadol 7803:Carfentanil 7798:Bezitramide 7793:Anileridine 7762:Papaveretum 7757:Oxymorphone 7751:+naltrexone 7713:Nicocodeine 7698:Levorphanol 7667:Hydrocodone 7624:Butorphanol 7569:+naltrexone 7319:Glucosamine 7299:Benzydamine 7268:Robenacoxib 7253:Lumiracoxib 7144:Etofenamate 7109:Naproxcinod 7098:Zaltoprofen 6908:Ampiroxicam 6830:Indometacin 6758:Aceclofenac 6749:derivatives 6747:acetic acid 6697:Ethenzamide 6692:Dipyrocetyl 6657:salicylates 6547:pyrazolones 6468:from market 6438:Vorasidenib 6418:Trabectedin 6403:Tiazofurine 6398:Tebentafusp 6383:Tagraxofusp 6341:Plitidepsin 6311:Mitoguazone 6251:Epacadostat 6221:Demecolcine 6165:Aflibercept 6138:Sex steroid 6011:Fuzuloparib 5952:Carfilzomib 5924:Palbociclib 5914:Abemaciclib 5867:Verteporfin 5831:Efaproxiral 5747:Dacarbazine 5709:Altretamine 5691:Satraplatin 5686:Oxaliplatin 5666:Carboplatin 5643:Triaziquone 5614:Mannosulfan 5592:Ranimustine 5572:Fotemustine 5413:Pirarubicin 5398:Doxorubicin 5392:+cytarabine 5378:Aclarubicin 5339:Podophyllum 5264:Camptotheca 5195:Azacitidine 5181:Gemcitabine 5136:Floxuridine 5069:Fludarabine 5064:Clofarabine 5050:Halogenated 5041:Pentostatin 5016:Raltitrexed 4984:Aminopterin 4927:Ixabepilone 4922:Epothilones 4890:Cabazitaxel 4867:Vinorelbine 4852:Vincristine 4847:Vinblastine 4832:microtubule 4368:Cancer Cell 3931:: 230–238. 3764:10 November 3724:"Celecoxib" 3651:27 December 3618:21 February 3584:21 February 3553:27 December 3460:28 December 3414:31 December 3303:23 November 3272:11 November 2315:10072/15035 2070:27 December 2018:Circulation 1520:Brand names 1371:John Talley 1279:Cadherin-11 1270:Anti-cancer 1241:isoform of 1210:angiotensin 1202:fluconazole 1134:sulfonamide 1048:paracetamol 962:anaphylaxis 897:in adults, 781: g·mol 715:100.211.644 617:CHEBI:41423 472:169590-42-5 437:Identifiers 144:MedlinePlus 116:Trade names 11517:Categories 11386:Samixogrel 11381:Rolafagrel 11366:Picotamide 11346:Midazogrel 11321:Camonagrel 11182:Timegadine 11127:Pamicogrel 11098:Licofelone 11078:Hyperforin 11043:Clobuzarit 11031:Valdecoxib 11026:Tilmacoxib 11011:Polmacoxib 10986:Etoricoxib 10954:Phenacetin 10922:Nimesulide 10900:Clonixeril 10893:Proquazone 10849:Lornoxicam 10748:Vedaprofen 10698:Miroprofen 10693:Loxoprofen 10688:Ketoprofen 10683:Indoprofen 10658:Fenoprofen 10571:Oxametacin 10566:Nabumetone 10506:Diclofenac 10501:Clometacin 10496:Cinmetacin 10491:Bumadizone 10471:Alclofenac 10456:Acemetacin 10394:Guacetisal 10379:Diflunisal 10329:inhibitors 10294:Tilsuprost 10274:Rivenprost 10269:Rioprostil 10264:Prostalene 10249:Pimilprost 10239:Oxoprostol 10229:Nocloprost 10204:Luprostiol 10194:Lanproston 10189:Froxiprost 10184:Flunoprost 10174:Etiproston 10159:Enisoprost 10154:Eganoprost 10114:Ciprostene 10083:Terutroban 10073:Sulotroban 10053:Samixogrel 10038:Ramatroban 10025:Picotamide 10010:Mipitroban 10005:Linotroban 9990:Imitrodast 9980:ICI-192605 9975:ICI-185282 9960:Domitroban 9940:Argatroban 9839:Taprostene 9761:ACT-333679 9726:Travoprost 9721:Tafluprost 9716:Sulotroban 9674:Carboprost 9630:Taprenepag 9611:Omidenepag 9606:Nocloprost 9596:Evatanepag 9591:Carboprost 9544:Grapiprant 9136:Ramatroban 9044:Asapiprant 8964:modulators 8958:Prostanoid 8874:Rimazolium 8869:Proglumide 8814:Analgecine 8751:Flupirtine 8694:Mexiletine 8675:Lacosamide 8652:Ziconotide 8647:Pregabalin 8637:Leconotide 8627:Gabapentin 8605:modulators 8588:Nabiximols 8551:Proquazone 8546:Nimesulide 8541:Nabumetone 8492:Nifenazone 8406:Guacetisal 8391:Diflunisal 8376:Benorylate 8310:Valdecoxib 8290:Etoricoxib 8221:Diclofenac 8211:Acemetacin 8180:Lornoxicam 8134:Loxoprofen 8121:Ketoprofen 8090:Fenoprofen 8055:Phenacetin 8033:+oxycodone 8023:+ibuprofen 7955:+celecoxib 7938:Tapentadol 7933:Sufentanil 7908:Piminodine 7858:Meptazinol 7853:Lofentanil 7828:Dipipanone 7783:Alfentanil 7743:+ibuprofen 7708:Nalbuphine 7678:+ibuprofen 7510:Analgesics 7349:Proquazone 7339:Nimesulide 7334:Nabumetone 7329:Hyperforin 7278:Valdecoxib 7243:Etoricoxib 7093:Vedaprofen 7041:Miroprofen 7036:Loxoprofen 7031:Ketoprofen 7026:Indoprofen 6999:Fenoprofen 6923:Lornoxicam 6860:Oxametacin 6799:Diclofenac 6793:Bumadizone 6768:Alclofenac 6763:Acemetacin 6702:Guacetisal 6687:Diflunisal 6677:Benorylate 6647:Suxibuzone 6615:Nifenazone 6600:Metamizole 6433:Verdinexor 6428:Venetoclax 6331:Oblimersen 6326:Navitoclax 6301:Lucanthone 6296:Lonidamine 6286:Lifileucel 6281:Ivosidenib 6276:Imetelstat 6246:Enasidenib 6236:Elesclomol 6201:Bexarotene 6196:Belzutifan 6131:Bexarotene 6119:Atrasentan 6094:Umbralisib 6089:Idelalisib 6079:Copanlisib 6061:Vorinostat 6056:Romidepsin 6046:Entinostat 6041:Belinostat 5999:Masoprocol 5987:Tiazofurin 5975:Anagrelide 5947:Bortezomib 5934:Seliciclib 5929:Ribociclib 5909:inhibitors 5899:Tipifarnib 5862:Temoporfin 5857:Talaporfin 5795:Plicamycin 5790:Mitomycins 5736:Pipobroman 5715:Hydrazines 5681:Nedaplatin 5633:Carboquone 5628:Aziridines 5619:Treosulfan 5567:Carmustine 5554:Uramustine 5523:Ifosfamide 5495:Alkylating 5456:Bisantrene 5445:Pixantrone 5418:Valrubicin 5408:Idarubicin 5403:Epirubicin 5349:Teniposide 5304:Lurtotecan 5299:Irinotecan 5200:Decitabine 5164:Cytarabine 5107:Pyrimidine 5096:Tioguanine 5086:Thiopurine 5075:Nelarabine 5059:Cladribine 5011:Pemetrexed 4994:Pemetrexed 4970:Folic acid 4910:Paclitaxel 4862:Vinflunine 4633:(4): E21. 3974:: 146–53. 3869:"Celebrex" 2844:: 480291. 2560:15 October 2517:15 October 2222:14 January 2197:14 January 2143:13 October 1716:22 October 1656:References 1548:Psychiatry 1351:valdecoxib 1339:See also: 1220:, such as 1214:lisinopril 1198:cytochrome 1121:drug label 1019:, painful 1013:acute pain 976:or during 895:acute pain 786:3D model ( 774:Molar mass 648:PDB ligand 577:JCX84Q7J1L 548:ChemSpider 508:IUPHAR/BPS 463:CAS Number 446:IUPAC name 401:Metabolism 228:Drug class 11548:Pyrazoles 11391:Terbogrel 11371:Pirmagrel 11331:Dazoxiben 11326:Dazmegrel 11219:Retinoids 11137:Romazarit 11083:Itazigrel 11068:FR-122047 11063:Flumizole 11021:Rofecoxib 11006:Parecoxib 11001:Mavacoxib 10991:Firocoxib 10981:Deracoxib 10976:Cimicoxib 10971:Celecoxib 10966:Apricoxib 10917:Flosulide 10881:Glafenine 10864:Tenoxicam 10859:Piroxicam 10854:Meloxicam 10738:Tepoxalin 10718:Pirprofen 10713:Oxaprozin 10678:Ibuproxam 10673:Ibuprofen 10633:Carprofen 10628:Butibufen 10606:Zomepirac 10576:Oxindanac 10561:Mofezolac 10556:Lonazolac 10551:Ketorolac 10531:Fentiazac 10486:Bufexamac 10481:Bromfenac 10461:Aclofenac 10444:Triflusal 10434:Salsalate 10359:Aloxiprin 10309:Viprostol 10254:Piriprost 10224:Nileprost 10199:Limaprost 10149:Ecraprost 10144:Doxaprost 10134:Deprostil 10119:Clinprost 10078:Terbogrel 10068:SQ-29,548 10063:SQ-28,668 10020:ONO-11120 9985:Ifetroban 9955:Daltroban 9945:Bay U3405 9915:Vapiprost 9886:Agonists: 9859:RO1138452 9834:Selexipag 9829:Ralinepag 9786:Cicaprost 9776:BMY-45778 9771:Beraprost 9758:Agonists: 9684:Enprostil 9661:Agonists: 9625:Simenepag 9601:Gemeprost 9575:Agonists: 9549:GW-627368 9503:Agonists: 9406:Enprostil 9401:Cicaprost 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Index

Skeletal formula of celecoxib
Space-filling model of the celecoxib molecule
/sɛlɪˈkɒksɪb/
SEL-i-KOK-sib
Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a699022
License data
DailyMed
Celecoxib
Pregnancy
category

Routes of
administration

By mouth
Drug class
Cyclooxygenase-2 (COX-2) inhibitor
ATC code
L01XX33
WHO
M01AH01
WHO
Legal status
S4
Class C1
℞-only
POM
WARNING
Pharmacokinetic

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